Home Cart 0 Sign in  
X

[ CAS No. 28547-13-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 28547-13-9
Chemical Structure| 28547-13-9
Chemical Structure| 28547-13-9
Structure of 28547-13-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 28547-13-9 ]

Related Doc. of [ 28547-13-9 ]

Alternatived Products of [ 28547-13-9 ]

Product Details of [ 28547-13-9 ]

CAS No. :28547-13-9 MDL No. :MFCD00596197
Formula : C8H9NO4S Boiling Point : -
Linear Structure Formula :- InChI Key :WLPFXFJXJHAIKU-UHFFFAOYSA-N
M.W : 215.23 Pubchem ID :225772
Synonyms :

Calculated chemistry of [ 28547-13-9 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 2.0
Molar Refractivity : 51.67
TPSA : 91.85 Ų

Pharmacokinetics

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) : -6.82 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.52
Log Po/w (XLOGP3) : 1.11
Log Po/w (WLOGP) : 1.65
Log Po/w (MLOGP) : -0.82
Log Po/w (SILICOS-IT) : -0.22
Consensus Log Po/w : 0.45

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -1.99
Solubility : 2.19 mg/ml ; 0.0102 mol/l
Class : Very soluble
Log S (Ali) : -2.63
Solubility : 0.502 mg/ml ; 0.00233 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.14
Solubility : 1.55 mg/ml ; 0.00721 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.61

Safety of [ 28547-13-9 ]

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:

Application In Synthesis of [ 28547-13-9 ]

* 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.

  • Downstream synthetic route of [ 28547-13-9 ]

[ 28547-13-9 ] Synthesis Path-Downstream   1~31

  • 1
  • [ 28547-13-9 ]
  • [ 184896-92-2 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride
With thionyl chloride for 2h; Heating; 4.1.2. 2-(2-Chlorobenzamido)-4,5-dimethoxybenzamide (3b) A mixture of 2-chlorobenzoic acid (1b) (0.61 g, 3.92 mmol) and thionyl chloride (1 mL) was heated for 2 h. The excess of thionyl chloride was recovered under reduced pressure and the residue so obtained was dissolved in dry dioxane (1 mL). The solution was then dropwise added to mixture of 2-amino-4,5-dimethoxybenzamide (2) (0.7 g, 3.57 mmol) and TEA (1.2 mL, 8.92 mmol) in dry dioxane (2 mL) at 10 °C. The reaction mixture was stirred at rt for another 1 h and quenched into cold water (50 mL). The precipitate formed was filtered, washed with water and dried to obtain compound 3b (0.85 g, 71%): mp 213-215 °C (dec.); IR (KBr,): 3406, 3305, 1658, 1645, 1612, 1525, 1253, 1078 and 1039 cm-1.
  • 2
  • [ 93884-11-8 ]
  • [ 28547-13-9 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide for 1h; Heating;
YieldReaction ConditionsOperation in experiment
3-Amino-benzoesaeure, CH3-SO2-Cl;
  • 4
  • [ 582-33-2 ]
  • [ 28547-13-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: pyridine / CH2Cl2 / 1 h / Ambient temperature 2: 1 N aq. NaOH / 1 h / Heating
  • 5
  • [ 28547-13-9 ]
  • [ 119085-47-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: SOCl2 2: Et3N / CH2Cl2 3: BH3 / tetrahydrofuran
  • 6
  • [ 28547-13-9 ]
  • [ 119085-50-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: SOCl2 2: Et3N / CH2Cl2 3: BH3 / tetrahydrofuran 4: H2SO4 / trifluoroacetic acid / 1 h / 4 °C 5: 4.73 g / CH2Cl2 / 0.5 h / Ambient temperature 6: 7.51 g / BBr3 / CH2Cl2 / 1 h / Ambient temperature
  • 7
  • [ 28547-13-9 ]
  • [ 119085-48-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: SOCl2 2: Et3N / CH2Cl2 3: BH3 / tetrahydrofuran 4: H2SO4 / trifluoroacetic acid / 1 h / 4 °C
  • 8
  • [ 28547-13-9 ]
  • [ 119085-46-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SOCl2 2: Et3N / CH2Cl2
  • 9
  • [ 28547-13-9 ]
  • [ 119085-49-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: SOCl2 2: Et3N / CH2Cl2 3: BH3 / tetrahydrofuran 4: H2SO4 / trifluoroacetic acid / 1 h / 4 °C 5: 4.73 g / CH2Cl2 / 0.5 h / Ambient temperature
  • 10
  • [ 28547-13-9 ]
  • N-[4-(3,4-Dihydroxy-phenyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-methanesulfonamide; hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1: SOCl2 2: Et3N / CH2Cl2 3: BH3 / tetrahydrofuran 4: H2SO4 / trifluoroacetic acid / 1 h / 4 °C 5: 4.73 g / CH2Cl2 / 0.5 h / Ambient temperature 6: 7.51 g / BBr3 / CH2Cl2 / 1 h / Ambient temperature 7: 7.51 g / 2 N HCl / ethanol / Heating
  • 11
  • (2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-((S)-7-neopentyl-1,2,3,4-tetrahydronaphthalen-1-ylamino)butan-2-ol [ No CAS ]
  • [ 28547-13-9 ]
  • N-((2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-((S)-7-neopentyl-1,2,3,4-tetrahydronaphthalen-1-ylamino)butan-2-yl)-3-(methylsulfonamido)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; 88.A (2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-((S)-7-neopentyl-1, 2,3, 4- tetrahydronaphthalen-1-ylamino) butan-2-ol, 3- (methylsulfonamido) benzoic acid, and NMM in CH2CI2 were treated with HOBt and EDC at 0 °C. The reaction mixture was stirred overnight at room temperature. The solvent was then stripped and the reaction mixture was partitioned between NaHC03 and EtOAc. The organic layer was washed with brine, dried, concentrated, and purified by HPLC. Retention time (min) = 2.10, (20-70% Acetonitrile in 1.75 min; 2 ml/min ; 35 C; Column = Luna C18 (2) 30cm X 4.6mm) ;'H NMR (300 MHz, CDC13) S 8.21 (bs, 1H), 8.49 (s, 1H), 8.35 (bs, 1H), 7.62 (s, 1H), 7.55-7. 41 (m, 3H), 7.33 (d, J = 8.1, 1H), 7.15 (s, 1H), 7.07 (s, 1H), 6.75 (d, J = 6 Hz, 2H), 6.60 (dt, J. =. 9,2 Hz, 1H), 4.53 (bs, 1H), 4.30-4. 22 (m, 2H), 3.22-3. 18 (m, 1H), 3.07-2. 99 (m, 2H), 2 94 (s, 3H), 2.86-2. 76 (m, 3H), 2.64-2. 36 (m, 8H), 2.15- 1.10 (m, 2H), 1.98-1. 80 (m, 2H), 0.86 (s, 9H); MS (ESI) 614.2.
  • 12
  • [ 861359-74-2 ]
  • [ 779345-49-2 ]
  • [ 28547-13-9 ]
  • [ 132705-51-2 ]
  • [ 779345-03-8 ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid; In water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; EXAMPLE 441 N-{3-Cyano-4-[4-(2-methoxy-phenoxy)-phenylamino]-5-methyl-pyrrolo[1,2-b]pyridazin-6-yl}-3-methanesulfonylamino-benzamide A mixture of 6-amino-4-[4-(2-methoxy-phenoxy)-phenylamino]-5-methyl-pyrrolo[1,2-b]pyridazine-3-carbonitrile (21 mg, 0.05 mmol), 3-methanesulfonylamino-benzoic acid (16 mg, 0.075 mmol), bromo-tris-pyrrolidino-phosphonium hexafluorophosphate (36 mg, 0.075 mmol) and diisopropylethyl amine (35 L, 0.20 mmol) were stirred in 1 ml of DMF at room temperature for 10 h, followed by an additional 16 h of stirring at 60 C. The mixture was allowed to cool by to room temperature where upon it was treated with 50 ml of EtOAc. The mixture was washed with water, (3*10 ml), followed by brine (5 ml) and then dried over Na2SO4. The solvent was removed in vacuo, and the resulting residue was purified by silica gel chromatography using a 20-30% gradient of EtOAc in dichoromethane to give 22.0 mg of compound XX as a light yellow solid. Retention Time: 6.56 min. (Princeton chromatography HTS column, 5 micron, 4.6*50 mm, eluding with 5-100% of acetonitrile in water over 8 minutes containing 0.1% TFA, 1.2 mL/min, monitoring at 215 nm.).
  • 13
  • C24H41N6O4Pol [ No CAS ]
  • [ 28547-13-9 ]
  • C32H48N7O7PolS [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide solid phase reaction;
  • 14
  • [ 28547-13-9 ]
  • [ 1357294-66-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: thionyl chloride / 2 h / Heating 2: triethylamine / 1,4-dioxane / 1 h / 10 - 20 °C
  • 15
  • [ 28547-13-9 ]
  • [ 1357294-91-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: thionyl chloride / 2 h / Heating 2: triethylamine / 1,4-dioxane / 1 h / 10 - 20 °C 3: sodium hydroxide / methanol / 2 h / Reflux
  • 16
  • [ 23903-46-0 ]
  • [ 28547-13-9 ]
  • [ 1429226-59-4 ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide for 24h; General procedure for the preparation of compound b General procedure: To a solution of acid (1.0 eq), HOBt (1.5 eq), EDCI (1.5 eq) and triethylamine (1.5 eq) in DMF, compound a was added and the mixture was stirred for 24h. The mixture was poured into saturated NaHCO3 solution, extracted by ethyl acetate three times and the combined organic layer was washed with water and brine, and dried over with anhydrous Na2SO4. The concentrated residue was purified by recrystallization directly from CHCl3/MeOH or purified by flash column chromatography on silica gel to give the pure products.
  • 17
  • [ 28547-13-9 ]
  • piperidine-3-carboxylic acid (4-chloro-phenyl)-amide [ No CAS ]
  • [ 1443437-87-3 ]
YieldReaction ConditionsOperation in experiment
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide
  • 18
  • [ 28547-13-9 ]
  • tert-butyl [trans-2-(4-aminophenyl)cyclopropyl](cyclopropylmethyl)carbamate [ No CAS ]
  • N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-3-[(methylsulfonyl)amino]benzamide hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
136 N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-3-[(methylsulfonyl)amino]benzamide hydrochloride Example 136 N-(4-{trans-2-[(cyclopropylmethyl)amino]cyclopropyl}phenyl)-3-[(methylsulfonyl)amino]benzamide hydrochloride By a method similar to Example 80, the title compound (75.4 mg) was obtained from tert-butyl [trans-2-(4-aminophenyl)cyclopropyl](cyclopropylmethyl)carbamate (95.3 mg) and 3-(methanesulfonamido)benzoic acid (81 mg). MS (API+): [M+H]+ 400.3. 1H NMR (300 MHz, DMSO-d6) 5 0.26-0.42 (2H, m), 0.51-0.65 (2H, m), 0.93-1.14 (1H, m), 1.18-1.33 (1H, m), 1.37-1.54 (1H, m), 2.32-2.47 (1H, m), 2.83-2.99 (3H, m), 3.04 (3H, s), 7.16 (2H, d, J = 8.5 Hz), 7.37-7.55 (2H, m), 7.63-7.76 (4H, m), 9.03 (2H, brs), 9.98 (1H, brs), 10.27 (1H, s).
  • 19
  • [ 28547-13-9 ]
  • C10H15N3O3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-1H-benzotriazole hydrate; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Inert atmosphere
  • 20
  • [ 28547-13-9 ]
  • C27H34F2N4O6S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-1H-benzotriazole hydrate; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Inert atmosphere 3.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.03 h / 20 °C / Inert atmosphere 3.2: Inert atmosphere
  • 21
  • [ 28547-13-9 ]
  • N-(2-((S)-3-amino-3-((S)-5,6-difluoro-2,3-dihydro-1H-inden-1-yl)propanamido)ethyl)-3-(methylsulfonamido)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-1H-benzotriazole hydrate; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere 1.2: 20 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Inert atmosphere 3.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.03 h / 20 °C / Inert atmosphere 3.2: Inert atmosphere 4.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere
  • 22
  • [ 57260-73-8 ]
  • [ 28547-13-9 ]
  • C15H23N3O5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 3-(methanesulfonamido)benzoic acid With 4-methyl-morpholine; 1-hydroxy-1H-benzotriazole hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: N-BOC-1,2-diaminoethane In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
  • 23
  • [ 4518-10-9 ]
  • [ 28547-13-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: pyridine / dichloromethane / 0 °C / Inert atmosphere 2: lithium hydroxide / methanol; water / 18 h / Inert atmosphere
  • 24
  • [ 32087-05-1 ]
  • [ 28547-13-9 ]
YieldReaction ConditionsOperation in experiment
0.8 g With lithium hydroxide In methanol; water for 18h; Inert atmosphere;
  • 26
  • [ 28547-13-9 ]
  • [ 309718-03-4 ]
  • N-[3-[(1H-benz[d]imidazol-2-yl)amino]propyl]-3-(methylsulfonamido)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
  • 27
  • [ 28547-13-9 ]
  • tert-butyl 6-[(2S)-2-amino-2-(trans-4-methylcyclohexyl)acetyl]amino}-4-fluorospiro[indoline-3,4'-tetrahydropyran]-1-carboxylate [ No CAS ]
  • tert-butyl 4-fluoro-6-[(2S)-2-[3-(methanesulfonamido)benzoyl]amino}-2-(trans-4-methylcyclohexyl)acetyl]amino}spiro[indoline-3,4'-tetrahydropyran]-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 19h; tert-Butyl 4-fluoro-6-[(2S)-2-[3-(methanesulfonamido)benzoyl]amino}-2-(trans-4-methylcyclohexyl)acetyl]amino}spiro[indoline-3,4'-tetrahydropyran]-1-carboxylate To a stirred solution of Intermediate 49 (41 mg, 0.084 mmol) in DCM (1.5 mL) were added 3-(methylsulfonamido)benzoic acid (21 mg, 0.096 mmol), HATU (41 mg, 0.11 mmol) and triethylamine (343 mE, 2.44 mmol). The reaction mixture was stirred at r.t. for 19 h, then concentrated in vacuo. The crude material was purified using flash column chromatography on silica, using a gradient of 0-70% EtOAc in isohexane, to afford the title compound (54 mg, 88%) as a colourless oil. HPLC-MS (ES+) (method 6): MH+ m/z 673.2, RT 1.51 minutes.
  • 28
  • [ 22375-63-9 ]
  • [ 28547-13-9 ]
  • N-(4,7-dihydroxy-2-oxo-2H-chromen-3-yl)-3-(methylsulfonamido)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
11% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h;
  • 29
  • [ 4518-10-9 ]
  • [ 124-63-0 ]
  • [ 28547-13-9 ]
YieldReaction ConditionsOperation in experiment
33% Stage #1: Methyl 3-aminobenzoate; methanesulfonyl chloride With triethylamine In dichloromethane at 0 - 20℃; for 3h; Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; water at 20℃; for 6h;
  • 30
  • [ 28547-13-9 ]
  • (1S,3R)-N1-(6-chloro-2-(trifluoromethyl)quinolin-4-yl)cyclohexane-1,3-diamine hydrochloride [ No CAS ]
  • N-((1R,3S)-3-((6-chloro-2-(trifluoromethyl)quinolin-4-yl)amino)cyclohexyl)-3-(methylsulfonamido)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% 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℃; 14.4 EXAMPLE 14 Step 4. Synthesis of N-((1R,3S)-3-((6-chloro-2-(trifluoromethyl)quinolin-4-yl)amino)cyclohexyl)- 3-(methylsulfonamido)benzamide To a stirring solution of (1S,3R)-N1-(6-chloro-2-(trifluoromethyl)quinolin-4- yl)cyclohexane-1,3-diamine hydrochloride (90 mg, 1 Eq, 0.24 mmol) in DMF (2 mL) was added 3- (methylsulfonamido)benzoic acid (51 mg, 1 Eq, 0.24 mmol) HATU (0.10 g, 1.1 Eq, 0.26 mmol) and N-ethyl-N-isopropylpropan-2-amine (DIPEA) (92 mg, 0.12 mL, 3 Eq, 0.71 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered and purified by reversed phase prep HPLC (35-->55% 0.1% formic acid in MeCN and 0.1% formic acid in H2O) to afford N-((1R,3S)-3-((6-chloro-2-(trifluoromethyl)quinolin-4- yl)amino)cyclohexyl)-3-(methylsulfonamido)benzamide (66.4 mg, 123 µmol, 52 % yield). LCMS-ESI (m/z) calculated: 540.99 found 541.2 [M+H] +, RT = 0.906 min (Method 11)
  • 31
  • [ 28547-13-9 ]
  • (1S,4S)-N1-[6-chloro-2-(trifluoromethyl)-4-quinolyl]cyclohexane-1,4-diamine hydrochloride [ No CAS ]
  • N-((1S,4S)-4-((6-chloro-2-(trifluoromethyl)quinolin-3-yl)amino)cyclohexyl)-3-(methylsulfonamido)benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% 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℃; 5B N-((1S,4S)-3-((6-CHLORO-2-(TRIFLUOROMETHYL)QUINOLIN-3-YL)AMINO)CYCLOHEXYL)-3- (METHYLSULFONAMIDO)BENZAMIDE To a stirring solution of (1S,3R)-N1-(6-chloro-2-(trifluoromethyl)quinolin-3- yl)cyclohexane-1,3-diamine hydrochloride (30 mg, 1 Eq, 87 µmol) in DMF (1.5 mL) was added 3- (methylsulfonamido)benzoic acid (19 mg, 1 Eq, 87 µmol) HATU (36 mg, 1.1 Eq, 96 µmol) and N- ethyl-N-isopropylpropan-2-amine (DIPEA) (34 mg, 46 µL, 3 Eq, 0.26 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was filtered and purified by reversed phase prep HPLC (35-->55% 0.1% formic acid in MeCN and 0.1% formic acid in H2O) to afford N-((1S,4S)-3-((6-chloro-2-(trifluoromethyl)quinolin-3-yl)amino)cyclohexyl)-3- (methylsulfonamido) benzamide (19.1 mg, 35.3 µmol, 40 %). LCMS-ESI (m/z) calculated: 540-99; found 541.1 [M+H]+, Rt = 8.941 min (Method 3) 1H NMR (400 MHz, DMSO-d6) δ 9.87 (br s, 1H), 8.68 (s, 1H), 8.19 (d, J = 7.4 Hz, 1H), 7.76 (d, J = 9.1 Hz, 1H), 7.67 (s, 1H), 7.62 (d, J = 7.4 Hz, 1H), 7.43 (t, J = 7.8 Hz, 1H), 7.39-7.33 (m, 2H), 6.83 (s, 1H), 4.01-3.93 (m, 1H), 3.89-3.81 (m, 1H), 3.00 (s, 3H), 2.02-1.88 (m, 4H), 1.83-1.68 (m, 4H).
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 28547-13-9 ]

Aryls

Chemical Structure| 7151-76-0

[ 7151-76-0 ]

4-(Methylsulfonamido)benzoic acid

Similarity: 0.98

Chemical Structure| 450368-33-9

[ 450368-33-9 ]

4-Methyl-3-(methylsulfonamido)benzoic acid

Similarity: 0.95

Chemical Structure| 892878-60-3

[ 892878-60-3 ]

3-Methyl-4-(methylsulfonamido)benzoic acid

Similarity: 0.93

Chemical Structure| 32087-05-1

[ 32087-05-1 ]

Methyl 3-(methylsulfonamido)benzoate

Similarity: 0.91

Chemical Structure| 62814-45-3

[ 62814-45-3 ]

Dimethyl 5-(methylsulfonamido)isophthalate

Similarity: 0.91

Amines

Chemical Structure| 7151-76-0

[ 7151-76-0 ]

4-(Methylsulfonamido)benzoic acid

Similarity: 0.98

Chemical Structure| 450368-33-9

[ 450368-33-9 ]

4-Methyl-3-(methylsulfonamido)benzoic acid

Similarity: 0.95

Chemical Structure| 892878-60-3

[ 892878-60-3 ]

3-Methyl-4-(methylsulfonamido)benzoic acid

Similarity: 0.93

Chemical Structure| 32087-05-1

[ 32087-05-1 ]

Methyl 3-(methylsulfonamido)benzoate

Similarity: 0.91

Chemical Structure| 62814-45-3

[ 62814-45-3 ]

Dimethyl 5-(methylsulfonamido)isophthalate

Similarity: 0.91

Carboxylic Acids

Chemical Structure| 7151-76-0

[ 7151-76-0 ]

4-(Methylsulfonamido)benzoic acid

Similarity: 0.98

Chemical Structure| 450368-33-9

[ 450368-33-9 ]

4-Methyl-3-(methylsulfonamido)benzoic acid

Similarity: 0.95

Chemical Structure| 892878-60-3

[ 892878-60-3 ]

3-Methyl-4-(methylsulfonamido)benzoic acid

Similarity: 0.93

Chemical Structure| 117292-19-0

[ 117292-19-0 ]

3-Ethanesulfonamidobenzoic acid

Similarity: 0.90

Chemical Structure| 926206-21-5

[ 926206-21-5 ]

3-Methyl-2-(methylsulfonamido)benzoic acid

Similarity: 0.89

Sulfamides

Chemical Structure| 7151-76-0

[ 7151-76-0 ]

4-(Methylsulfonamido)benzoic acid

Similarity: 0.98

Chemical Structure| 450368-33-9

[ 450368-33-9 ]

4-Methyl-3-(methylsulfonamido)benzoic acid

Similarity: 0.95

Chemical Structure| 892878-60-3

[ 892878-60-3 ]

3-Methyl-4-(methylsulfonamido)benzoic acid

Similarity: 0.93

Chemical Structure| 32087-05-1

[ 32087-05-1 ]

Methyl 3-(methylsulfonamido)benzoate

Similarity: 0.91

Chemical Structure| 62814-45-3

[ 62814-45-3 ]

Dimethyl 5-(methylsulfonamido)isophthalate

Similarity: 0.91