Pyridine → 1-methyl-1H-imidazole-4-carboxylic Acid {2-dimethylcarbamoyl-4-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-phenyl}-amide

HRID 2234713Notes

Reaction equation

HRID 2234713 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7](Cl)=[O:8])[N:4]=[CH:3]1.[NH2:10][C:11]1[CH:21]=[CH:20][C:19]([C:22]2[CH:23]=[C:24]3[C:30]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=4[O:37][CH3:38])=[CH:29][N:28]([S:39]([C:42]4[CH:47]=[CH:46][C:45]([CH3:48])=[CH:44][CH:43]=4)(=[O:41])=[O:40])[C:25]3=[N:26][CH:27]=2)=[CH:18][C:12]=1[C:13]([N:15]([CH3:17])[CH3:16])=[O:14].N1C=CC=CC=1.[Cl-].[NH4+]>ClCCl>[CH3:17][N:15]([CH3:16])[C:13]([C:12]1[CH:18]=[C:19]([C:22]2[CH:23]=[C:24]3[C:30]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=4[O:37][CH3:38])=[CH:29][N:28]([S:39]([C:42]4[CH:43]=[CH:44][C:45]([CH3:48])=[CH:46][CH:47]=4)(=[O:41])=[O:40])[C:25]3=[N:26][CH:27]=2)[CH:20]=[CH:21][C:11]=1[NH:10][C:7]([C:5]1[N:4]=[CH:3][N:2]([CH3:1])[CH:6]=1)=[O:8])=[O:14]

Participants

6

Reactant 4

HCID 1049PyridineHCID 25517Ammonium ChlorideHCID 513419821-Methyl-1H-imidazole-4-carbonyl chlorideHCID 597001802-amino-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N,N-dimethyl-benzamide

Product 1

HCID 577315531-methyl-1H-imidazole-4-carboxylic Acid {2-dimethylcarbamoyl-4-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-phenyl}-amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1-Methyl-1H-imidazole-4-carbonyl chloride (0.092 mmol) was suspended in dichloromethane (1 mL) and a solution of 2-amino-5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-N,N-dimethyl-benzamide (50 mg, 0.092 mmol) in 20% v/v pyridine in dichloromethane (0.5 mL) was added. After 24 h, saturated ammonium chloride solution was added and the layers were separated. The organic layers were dried over sodium sulfate and taken to the next step. MS: m/z 649 (M+H+).

Workup

  1. customthe layers were separated
  2. dry with materialThe organic layers were dried over sodium sulfate

Sources & evidence

ORD record
ord-05b674a6c31141cb82b897798208cfa1
Source dataset
uspto-grants-2010_05
Patent number
US07709645B2

Reaction notes

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