Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 863028-98-2 | MDL No. : | MFCD11617313 |
Formula : | C7H9N3O2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | YULKSKDPASSZNR-UHFFFAOYSA-N |
M.W : | 199.23 | Pubchem ID : | 18374856 |
Synonyms : |
|
Num. heavy atoms : | 13 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.29 |
Num. rotatable bonds : | 3 |
Num. H-bond acceptors : | 4.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 50.02 |
TPSA : | 100.41 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.49 cm/s |
Log Po/w (iLOGP) : | 1.58 |
Log Po/w (XLOGP3) : | 1.44 |
Log Po/w (WLOGP) : | 0.75 |
Log Po/w (MLOGP) : | -0.01 |
Log Po/w (SILICOS-IT) : | 0.49 |
Consensus Log Po/w : | 0.85 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.56 |
Log S (ESOL) : | -2.13 |
Solubility : | 1.49 mg/ml ; 0.00748 mol/l |
Class : | Soluble |
Log S (Ali) : | -3.15 |
Solubility : | 0.14 mg/ml ; 0.000701 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -1.97 |
Solubility : | 2.14 mg/ml ; 0.0108 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.85 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
![]() |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
43% | Stage #1: 4-methylamino-2-methylsulfanylpyrimidine-5-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 4h; Stage #2: With ammonium hydroxide In N,N-dimethyl-formamide at 20℃; for 14h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With sodium hydroxide In ethanol at 50℃; for 1h; | |
80% | With water; sodium hydroxide In methanol at 20℃; for 20h; Inert atmosphere; | |
80% | With sodium hydroxide In methanol; water at 20℃; for 20h; Inert atmosphere; |
70% | With lithium hydroxide In methanol; water at 60℃; for 3h; | 25.2 Step 2: 4-(Methylamino)-2-(methylthio)pyrimidine-5-carboxylic acid: Lithium hydroxide (211 mg, 8.8 mmol) was added to ethyl 4-(methylamino)-2-(methylthio)pyrimidine-5-carboxylate (1.0 g, 4.4 mmol) in a mixture of methanol(8 mL) and water (4 mL) to give a white suspension. This was heated to 60 °C for 3 h and then concentrated to dryness under reduced pressure. The residue was re-dissolved in water (25 mL) and acidified with acetic acid to pH 5. The precipitated solid was isolated byfiltration, washed with water (2 x 10 mL) and freeze-dried to give the title compound (610 mg, 70%) as an off- white solid. ‘H NMR (500 MHz, DMSQ-d6): 6 13.10 (br s, 1H), 8.49 (s, 1H), 8.36 (br s, 1H), 2.98 (d, 3H), 2.49 (s, 3H). LCMS (Method A): RT = 0.52 mi m/z = 200[M+H]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole / dimethylformamide / 4 h / 20 °C 1.2: 43 percent / aqueous ammonia / dimethylformamide / 14 h / 20 °C 2.1: 28 percent / acetonitrile / 0.5 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 84 percent / toluene / 8 h / Heating 2: 94 percent / NaOH / ethanol / 1 h / 50 °C | ||
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 50 °C 2: lithium hydroxide / water; methanol / 3 h / 60 °C | ||
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere 2: sodium hydroxide; water / methanol / 20 h / 20 °C / Inert atmosphere |
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere 2: sodium hydroxide / methanol; water / 20 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With trifluoro-[1,3,5]triazine; triethylamine In dichloromethane at 20℃; for 2h; | 25.3 Step 3: 4-(Methylamino)-2-(methylthio)pyrimidine-5- carbonyl fluoride: To a solution of 4-(methylamino)-2-(methylthio)pyrimidine-5-carboxylic acid (610 mg, 3.1mmol) and triethylamine (470 1L, 3.4 mmol) in anhydrous dichloromethane (6 mL) was added dropwise a solution of cyanuric fluoride (525 1L, 6.1 mmol) in anhydrous dichloromethane (3 mL) and the mixture stirred at RT for 2 h. The reaction mixture was diluted with dichloromethane (20 mL), washed with ice-cold water (2 x20 mL), dried over Na2SO4, filtered, and concentrated todryness under reduced pressure to give the title compound(555 mg, 90%) as an off-white solid. ‘H NMR (500 MHz,CDC13) : 6 8.56 (s, 1H), 7.60 (br s, 1H), 3.14 (d, 3H),2.57 (s, 3H) . LCMS (Method A) : = 1.05 mi m/z =202.15 [M+H]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: trifluoro-[1,3,5]triazine; triethylamine / dichloromethane / 2 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C 2.2: 1 h / 0 - 20 °C 2.3: 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: trifluoro-[1,3,5]triazine; triethylamine / dichloromethane / 2 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C 2.2: 1 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: trifluoro-[1,3,5]triazine; triethylamine / dichloromethane / 2 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C 2.2: 1 h / 0 - 20 °C 3.1: polyphosphoric acid / 3 h / 140 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: trifluoro-[1,3,5]triazine; triethylamine / dichloromethane / 2 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C 2.2: 1 h / 0 - 20 °C 2.3: 2 h / 20 °C 3.1: 3-chloro-benzenecarboperoxoic acid / toluene / 0.5 h / 20 °C 3.2: 0.5 h / 20 °C 3.3: 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: trifluoro-[1,3,5]triazine; triethylamine / dichloromethane / 2 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 - 20 °C 2.2: 1 h / 0 - 20 °C 3.1: polyphosphoric acid / 3 h / 140 °C / Inert atmosphere 4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C 4.2: 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: phosphorus trichloride / chlorobenzene / 16 h / 120 °C 2.1: caesium carbonate / acetonitrile / 16 h / 80 °C 3.1: 3-chloro-benzenecarboperoxoic acid / toluene; dichloromethane / 0.5 h 3.2: 40 h / 75 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With phosphorus trichloride In chlorobenzene at 120℃; for 64h; | 24.1 N-(2-Chlorophenyl)-4-(methylamino)-2- (methylthio) pyrimidine-5-carboxamide: 4- (Methylamino) -2- (methylthio) pyrimidine-5-carboxylicacid (400 mg, 2.01 mmol) was suspended in chlorobenzene(10 mL) and phosphorous trichloride (0.184 mL, 2.11 mmol)was added, followed by 2-chloroaniline (282 mg, 2.21mmol) . The mixture was stirred at 120 °C for 64 h, thenconcentrated in vacuo. The residue was taken up in aqueous Na2CO3 and extracted with ethyl acetate (x 2) . The organics were dried (Na2504), filtered and concentrated in vacua to yield an off-white solid. This was trituratedwith diethyl ether to give the title compound as a white solid (460 mg, 74%) . ‘H NMR (400 MHz, CDC13) : 5 8.53 (s, 1H), 8.42 (s, 1H), 8.32 (s, 1H), 8.21 (s, 1H), 7.42 (d, 1H), 7.31 (t, 1H), 7.10 (t, 1H), 3.10 (d, 3H), 2.57 (s, 3H) . LCMS (Method A): = 0.58 / 0.65 mm (split peak),m/z = 450 [M+H]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21% | With phosphorus trichloride In chlorobenzene at 120℃; for 16h; | 1.1 N- ( 2 , 6 -Dichlorophenyl ) -4- (methylamino ) -2- (methylthio) pyrimidine-5-carboxamide 4- (Methylamino ) -2- (methylthio) pyrimidine-5-carboxyl ic acid [Bioorg. Med. Chem. 2005, 13 (16), 4936] (0.5 g, 2.51 mmol) was suspended in chlorobenzene (10 mL) and 2 , 6-dichloroaniline (0.407 g, 2.51 mmol) was added. Phosphorous trichloride (0.220 mL, 2.51 mmol) was added and the mixture was stirred at 120 °C for 16 h. The reaction was quenched with 2 M aqueous Na2CC>3, then extracted with ethyl acetate (x 2) . The combined organic extracts were washed with brine then dried (MgSC>4) , filtered and concentrated (azeotroped with toluene) . The residue was triturated with diethyl ether and the title compound was collected by filtration to give the title compound as a slightly yellow solid (180 mg, 21%) . The mother liquor was concentrated to give a further, slightly less pure sample of the title compound (300 mg; overall yield 56%). NMR (500 MHz, DMSO-d6): δ 10.27 (s, 1H), 8.72 (br s, 1H) , 8.61 (br s, 1H) , 7.60 (m, 2H) , 7.45 (m, 1H) , 2.96 (s, 3H) , SMe peak presumably masked by solvent. LCMS (Method A): RT = 1.24 min, m/z = 343 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 3: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere | ||
Multi-step reaction with 5 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 3: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 4: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux | ||
Multi-step reaction with 6 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere 5: trifluoroacetic acid / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere 6: tin(II) chloride dihdyrate / methanol / 14 h / Inert atmosphere; Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere | ||
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere 2: hydrogenchloride / methanol / 2 h / 20 °C / Inert atmosphere 3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 22 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 20h; Inert atmosphere; |
[ 1065075-76-4 ]
4-(Dimethylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.97
[ 1823882-97-8 ]
Methyl 4-(methylamino)-2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.93
[ 76360-82-2 ]
Ethyl 4-(methylamino)-2-(methylsulfanyl)-5-pyrimidinecarboxylate
Similarity: 0.90
[ 1015856-38-8 ]
4-(Isobutylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.90
[ 771-81-3 ]
4-Amino-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.89
[ 1065075-76-4 ]
4-(Dimethylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.97
[ 1015856-38-8 ]
4-(Isobutylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.90
[ 771-81-3 ]
4-Amino-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.89
[ 1065075-76-4 ]
4-(Dimethylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.97
[ 1823882-97-8 ]
Methyl 4-(methylamino)-2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.93
[ 76360-82-2 ]
Ethyl 4-(methylamino)-2-(methylsulfanyl)-5-pyrimidinecarboxylate
Similarity: 0.90
[ 1015856-38-8 ]
4-(Isobutylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.90
[ 185040-32-8 ]
4-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde
Similarity: 0.89
[ 1065075-76-4 ]
4-(Dimethylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.97
[ 1823882-97-8 ]
Methyl 4-(methylamino)-2-(methylthio)pyrimidine-5-carboxylate
Similarity: 0.93
[ 76360-82-2 ]
Ethyl 4-(methylamino)-2-(methylsulfanyl)-5-pyrimidinecarboxylate
Similarity: 0.90
[ 1015856-38-8 ]
4-(Isobutylamino)-2-(methylthio)pyrimidine-5-carboxylic acid
Similarity: 0.90
[ 185040-32-8 ]
4-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde
Similarity: 0.89