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Chemical Structure| 2411422-49-4 Chemical Structure| 2411422-49-4

Structure of (S,R,S)-AHPC-Me-C6-NH2
CAS No.: 2411422-49-4

Chemical Structure| 2411422-49-4

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Product Details of [ 2411422-49-4 ]

CAS No. :2411422-49-4
Formula : C30H45N5O4S
M.W : 571.77
SMILES Code : NCCCCCCC(N[C@@H](C(C)(C)C)C(N1[C@@H](C[C@H](C1)O)C(N[C@H](C2=CC=C(C3=C(N=CS3)C)C=C2)C)=O)=O)=O
English Name :(2S,4R)-1-((S)-2-(7-Aminoheptanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide
MDL No. :MFCD33029225

Safety of [ 2411422-49-4 ]

Application In Synthesis of [ 2411422-49-4 ]

* 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 [ 2411422-49-4 ]

[ 2411422-49-4 ] Synthesis Path-Downstream   1~11

  • 1
  • [ 202592-23-2 ]
  • [ 2411422-49-4 ]
  • [ 2715987-62-3 ]
YieldReaction ConditionsOperation in experiment
43% 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 2h; Inert atmosphere;
  • 2
  • [ 1009820-21-6 ]
  • [ 2411422-49-4 ]
  • [ 2715987-71-4 ]
YieldReaction ConditionsOperation in experiment
35% 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℃; Inert atmosphere;
  • 3
  • [ 2451573-91-2 ]
  • [ 2411422-49-4 ]
YieldReaction ConditionsOperation in experiment
70.5% With hydrogenchloride In 1,4-dioxane; dichloromethane; water at 25℃; for 1h; Inert atmosphere; Ligase 8: (2S,4R)-1-((S)-2-(7-aminoheptanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N- ((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide A mixture of Ligase 8a (100 mg, 0.150 mmol, 1.0 eq) in 4 M HCl in dioxane (2.0 mL, 8 mmol, 53 eq) and DCM (10 mL) was stirred at 25 °C for 1 h. The reaction mixture was concentrated to afford the title compound (60 mg, 0.105 mmol, 70.5% yield) as a white hydrochloride salt. MS (ESI): 572.4 ([M+H]+).
187 mg With hydrogenchloride In 1,4-dioxane; dichloromethane at 25℃; 3.F Step F: Step F: Add 1,4-dioxane solution (4 M, 4 ml) of hydrochloric acid to compound 3-5 (192 mg, 0.3 mmol) of dichloromethane (4 ml) solution. Stir the mixture at 25 degrees Celsius for 1 h. LCMS monitoring shows that raw materials are gone. The reaction solution was spun dry to obtain 187 mg of compound 3-6.
With trifluoroacetic acid In dichloromethane at 20℃; General procedure 2: To a stirred solution of the Boc- or Trt- protected amino intermediate in an appropriate amount of solvent DCM was added trifluoroacetic acid (DCM/trifluoroacetic acid, v/v, 2:1) dropwise slowly. The reaction mixture was stirred for 4 h at room temperature. The reaction was monitored by TLC, and if the reaction did not proceed completely, the reaction time could be extended or additional trifluoroacetic acid could be added as appropriate. After the reaction was completed, the mixture was concentrated under reduced pressure to yield the target amino compound. It can be directly used in the next reaction step without further purification.
60 mg With hydrogenchloride In 1,4-dioxane; water Inert atmosphere; 1.2 Step 2 -(2S,4R)-1-((S)-2-(7-aminoheptanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide To a solution of tert-butyl (7-(((S)-1-((2S,4R)-4-hydroxy-2-(((S)-1-(4-(4-methylthiazol-5- yl)phenyl)ethyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-7-oxoheptyl)carbamate (100 mg, 149 µmol) in DCM (2 mL) was added HCl/dioxane (4 M, 0.5 mL). The mixture was then stirred at 25 °C for 1 hr. On completion, the reaction mixture was concentrated under reduced pressure to remove solvent to give the title compound (60 mg) as a yellow solid. LC-MS (ESI+) m/z 572.3 (M+H) +.
With hydrogenchloride In 1,4-dioxane; methanol at 0 - 20℃;
60 mg With hydrogenchloride In 1,4-dioxane; water Inert atmosphere; 1.2 Step 2 -(2S,4R)-1-((S)-2-(7-aminoheptanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide To a solution of tert-butyl (7-(((S)-1-((2S,4R)-4-hydroxy-2-(((S)-1-(4-(4-methylthiazol-5- yl)phenyl)ethyl)carbamoyl)pyrrolidin-1-yl)-3,3-dimethyl-1-oxobutan-2-yl)amino)-7-oxoheptyl)carbamate (100 mg, 149 µmol) in DCM (2 mL) was added HCl/dioxane (4 M, 0.5 mL). The mixture was then stirred at 25 °C for 1 hr. On completion, the reaction mixture was concentrated under reduced pressure to remove solvent to give the title compound (60 mg) as a yellow solid. LC-MS (ESI+) m/z 572.3 (M+H) +.
With hydrogenchloride In 1,4-dioxane; dichloromethane at 0 - 20℃; General Procedure A (N-Boc Deprotection) General procedure: To a solution of Boc-protected amine (1.0 eq.) in CH2Cl2(0.1 M) at 0 C was added HCl 4.0 M in dioxane (5.0 equiv.) dropwise. The resulting solution was warmed to room temperature and stirred for 2 h. The solvents were removed in vacuo. The crude material was then dissolved in toluene, concentrated, and dried in vacuo to afford HCl-salt of corresponding amine and which was directly used for the next step without purification.
With trifluoroacetic acid In dichloromethane at 20℃;
With hydrogenchloride In 1,4-dioxane; dichloromethane at 0 - 20℃; Y.2 Step 2: (2S,4R)-1-[(2S)-2-(7-aminoheptanamido)-3,3-dimethylbutanoyl]-4-hydroxy-N- [(1S)-1-[4-(4-methyl-1,3-thiazol-5-yl)phenyl]ethyl]pyrrolidine-2-carboxamide (AD-4). To a stirred solution of the product from step 1 (AD-3) (120 mg, 1 eq, 0.18 mmol) in DCM (3 mL) was added HCl(gas) in 1,4-dioxane (3 mL) dropwise at 0°C. The resulting mixture was stirred for 1 h at room temperature. The resulting mixture was concentrated under reduced pressure. This resulted in the sub-title compound (AD- 4) (100 mg, 0.18 mmol, 98%, 92% Purity) as a light yellow solid. The crude product was used in the next step directly without further purification. m/z 572.3 (M+H)+(ES+).
With trifluoroacetic acid In dichloromethane at 20℃;

References: [1]Current Patent Assignee: C4 THERAPEUTICS - WO2021/86785, 2021, A1 Location in patent: Page/Page column 51; 63.
[2]Current Patent Assignee: SHANGHAI QILU PHARMACEUTICAL RES AND DEVELOPMENT CENTRE - WO2023/143249, 2023, A1 Location in patent: Page/Page column 36; 38.
[3]Zhang, Peifeng; Wang, Wei; Guo, Menglu; Zhou, Luozhu; Dong, Guoqiang; Xu, Defeng; Sheng, Chunquan [Bioorganic and Medicinal Chemistry Letters, 2023, vol. 92].
[4]Current Patent Assignee: KYMERA THERAPEUTICS - WO2023/220425, 2023, A1 Location in patent: Paragraph 0907; 0916; 1021-1022.
[5]Du, Wenhao; Huang, Yuting; Chen, Xiaoai; Deng, Yue; Sun, Yaoliang; Yang, Hong; Shi, Qiongyu; Wu, Feifei; Liu, Guobin; Huang, He; Ding, Jian; Huang, Xun; Xu, Shilin [Cell Chemical Biology, 2024, vol. 31, # 1, p. 177 - 17,183].
[6]Current Patent Assignee: KYMERA THERAPEUTICS - WO2023/220425, 2023, A1 Location in patent: Paragraph 0907; 0916; 1021-1022.
[7]Current Patent Assignee: ROIVANT DISCOVERY - WO2024/97948, 2024, A1 Location in patent: Paragraph 311; 315; 360; 385.
[8]Ying, Shilong; Chi, Hongli; Wu, Xiaoqiu; Zeng, Pingping; Chen, Jinling; Fu, Ting; Fu, Weitao; Zhang, Penghui; Tan, Weihong [Journal of Medicinal Chemistry, 2024, vol. 67, # 19, p. 17053 - 17069].
[9]Current Patent Assignee: NIMBUS CLIO - WO2024/81311, 2024, A1 Location in patent: Paragraph 0544-0545.
[10]Hu, Linghao; Xu, Hesong; Xu, Ye; Chen, Haowen; Jiang, Hanrui; Xu, Dounan; Zhang, Huimin; Luo, Cheng; Chen, Shijie; Wang, Mingliang [European Journal of Medicinal Chemistry, 2025, vol. 283].
  • 4
  • [ 2411422-49-4 ]
  • [ 2641805-11-8 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
15% With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate; N,N-dimethyl-formamide at 0 - 25℃; for 2h; Inert atmosphere; 75 (2S,4R)-1-[(2R)-2-[[8-[9-[3-amino-6-(2-hydroxyphenyl)pyridazin-4-yl]-3,9- diazaspiro[5.5]undecan-3-yl]-8-oxo-octanoyl]amino]-3,3-dimethylbutanoyl]-4- hydroxy-N-[[4-(4-methylthiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide General procedure: To a solution of intermediate 6 (28.93 mg, 0.090 mmol, 1.0 eq), triethylamine (0.05 mL, 0.340 mmol, 4.0 eq) and Ligase 2 (50.0 mg, 0.090 mmol, 1.0 eq) in DMF (2 mL) was added 1-propanephosphonic anhydride in EtOAc (108 mg, 0.170 mmol, 2.0 eq) at 0 °C, then the mixture was stirred at 25 °C for 2 h. The mixture was poured into water (2 mL), then concentrated in vacuum to give a residue which was purified by prep-HPLC (FA) to afford the title compound (10 mg, 0.010 mmol, 13% yield) as a yellow solid. MS (ESI): 908.5 ([M+H]+).
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In ethyl acetate at 20℃; for 12h; Step 2: General procedure: Intermediate 34-1 (0.5 g, 760.0 μmol) was dissolved in EtOAc and treated with HC1 (4M in EtOAc, 10 mL) at rt. After 12 h, the reaction was concentrated to afford the HC1 salt of (2S,4R)-1-((S)-2-(6-aminohexanamido)-3,3- dimethylbutanoyl)-4- hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide (Intermediate 34-2) (0.44 g) as a white solid. LCMS (ESI) m/z 558.1 [M+H]+.
With hydrogenchloride In ethyl acetate at 20℃; for 12h; Step 2: General procedure: Intermediate 34-1 (0.5 g, 760.0 μmol) was dissolved in EtOAc and treated with HC1 (4M in EtOAc, 10 mL) at rt. After 12 h, the reaction was concentrated to afford the HC1 salt of (2S,4R)-1-((S)-2-(6-aminohexanamido)-3,3- dimethylbutanoyl)-4- hydroxy-N-((S)-1-(4-(4-methylthiazol-5-yl)phenyl)ethyl)pyrrolidine-2-carboxamide (Intermediate 34-2) (0.44 g) as a white solid. LCMS (ESI) m/z 558.1 [M+H]+.
92 mg Stage #1: With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 0.5h; Stage #2: With trifluoroacetic acid In dichloromethane for 0.5h; 120.A General procedure for the acylation and deprotection of VHL ligands General procedure: To the mixture of the appropriate protected carboxylic-acid (1.3 eq), triethylamine (5 eq) and HATU (1.1 eq) in DCM (5 mL/mmol) was added the (2S,4R)-1-[(2S)-2-amino-3,3- dimethyl-butanoyl]-4-hydroxy-N-[(1S)-1-[4-(4-methylthiazol-5-yl)phenyl]ethyl]pyrrolidine-2- carboxamide, hydrogen chloride (1:1) or the (2S,4R)-1-[(2S)-2-amino-3,3-dimethyl-butanoyl]- 4-hydroxy-N-[[4-(4-methylthiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide (1 eq) and the mixture was stirred for 30 min. After concentration, the residue was dissolved in DCM (5 mL/mmol) and TFA (10 mL/mmol), and stirred for 30 min. Product was purified by preparative HPLC (Interchim Method) (C18, using acetonitrile and 0.1% aqueous TFA solution as eluents) to give the desired product.
92 mg Stage #1: With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane Stage #2: With trifluoroacetic acid In dichloromethane 120.A General procedure for the acylation and deprotection of VHL ligands General procedure: To the mixture of the appropriate protected carboxylic-acid (1.3 eq), triethylamine (5 eq) and HATU (1.1 eq) in DCM (5 mL/mmol) was added the (2S,4R)-1-[(2S)-2-amino-3,3- dimethyl-butanoyl]-4-hydroxy-N-[(1S)-1-[4-(4-methylthiazol-5-yl)phenyl]ethyl]pyrrolidine-2- carboxamide, hydrogen chloride (1:1) or the (2S,4R)-1-[(2S)-2-amino-3,3-dimethyl-butanoyl]- 4-hydroxy-N-[[4-(4-methylthiazol-5-yl)phenyl]methyl]pyrrolidine-2-carboxamide (1 eq) and the mixture was stirred for 30 min. After concentration, the residue was dissolved in DCM (5 mL/mmol) and TFA (10 mL/mmol), and stirred for 30 min. Product was purified by preparative HPLC (Interchim Method) (C18, using acetonitrile and 0.1% aqueous TFA solution as eluents) to give the desired product.

  • 6
  • [ 2411422-49-4 ]
  • [ 2770471-05-9 ]
  • [ 2770470-07-8 ]
YieldReaction ConditionsOperation in experiment
27.1% With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride In dimethyl sulfoxide at 25℃; for 16h;
  • 7
  • [ 1948273-02-6 ]
  • [ 2411422-49-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 2: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C
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 / 12 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
Multi-step reaction with 2 steps 1.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 30 min / 0 °C / Inert atmosphere 1.2: 2 h / 20 °C 2.1: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 0 - 20 °C
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 / 1 h / 20 °C 2: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 0 - 20 °C

  • 8
  • [ 27298-97-1 ]
  • [ 2411422-49-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 9 steps 1: sodium hydrogencarbonate / water; ethyl acetate / 1 h / 25 °C 2: palladium diacetate; potassium acetate / N,N-dimethyl acetamide / 16 h / 90 °C 3: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 5: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 6: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 7: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 8: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 9: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C
Multi-step reaction with 6 steps 1.1: triethylamine / dichloromethane / 2 h / 20 °C / Cooling with ice 1.2: 12 h / 90 °C / Inert atmosphere 2.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C / Inert atmosphere 2.2: 12 h / 0 - 20 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C / Inert atmosphere 3.2: 12 h / 0 - 20 °C / Inert atmosphere 4.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C / Inert atmosphere 5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 30 min / 0 °C / Inert atmosphere 5.2: 2 h / 20 °C 6.1: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 0 - 20 °C
  • 9
  • [ 847728-89-6 ]
  • [ 2411422-49-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 8 steps 1: palladium diacetate; potassium acetate / N,N-dimethyl acetamide / 16 h / 90 °C 2: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 4: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 6: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 7: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 8: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C
  • 10
  • [ 1973408-97-7 ]
  • [ 2411422-49-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 3: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 5: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 6: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 7: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C
Multi-step reaction with 5 steps 1.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C / Inert atmosphere 1.2: 12 h / 0 - 20 °C / Inert atmosphere 2.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C / Inert atmosphere 2.2: 12 h / 0 - 20 °C / Inert atmosphere 3.1: hydrogenchloride / 1,4-dioxane; methanol / 12 h / 20 °C / Inert atmosphere 4.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 30 min / 0 °C / Inert atmosphere 4.2: 2 h / 20 °C 5.1: hydrogenchloride / 1,4-dioxane; methanol / 2 h / 0 - 20 °C
  • 11
  • [ 1948273-00-4 ]
  • [ 2411422-49-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 2: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 4: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C 5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 20 °C 6: hydrogenchloride / 1,4-dioxane; dichloromethane / 1 h / 25 °C
 

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