Acetonitrile → N-(4-Chloro-3-{[3-(4-bromo-phenylcarbamoyl)-2-(2,2-difluoro-ethoxy)-6-methylamino-pyridin-2-yl]-thioureido}-benzyl)-2,2-dimethyl-propionamide

HRID 2042812Notes

Reaction equation

HRID 2042812 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][NH:7][C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][C:3]=1[N:16]=[C:17]=[S:18].N[C:20]1[C:21]([NH:41][CH3:42])=[N:22][C:23]([O:36][CH2:37][CH:38]([F:40])[F:39])=[C:24]([CH:35]=1)[C:25]([NH:27][C:28]1[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=1)=[O:26].CC#[N:45]>>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][NH:7][C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][C:3]=1[NH:16][C:17]([NH:45][C:23]1([O:36][CH2:37][CH:38]([F:40])[F:39])[C:24]([C:25](=[O:26])[NH:27][C:28]2[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=2)=[CH:35][CH:20]=[C:21]([NH:41][CH3:42])[NH:22]1)=[S:18]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 86646343HCID 86646343, compoundHCID 866648925-amino-N-(4-bromo-phenyl)-2-(2,2-difluoro-ethoxy)-6-methylamino-nicotinamide

Product 1

HCID 86669292N-(4-Chloro-3-{[3-(4-bromo-phenylcarbamoyl)-2-(2,2-difluoro-ethoxy)-6-methylamino-pyridin-2-yl]-thioureido}-benzyl)-2,2-dimethyl-propionamide

Procedure

N-(4-Chloro-3-isothiocyanatobenzyl)-2,2-dimethyl-propionamide (66 mg, 0.23 mmol) is added to 5-amino-N-(4-bromo-phenyl)-2-(2,2-difluoro-ethoxy)-6-methylamino-nicotinamide (93 mg, 0.23 mmol) in MeCN (3.5 mL) and stirred at rt overnight. The reaction mixture is filtered and the filtercake is dried.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtercake is dried

Sources & evidence

ORD record
ord-1552cf0d52a247f295881565a93008dc
Source dataset
uspto-grants-2013_11
Patent number
US08586604B2

Reaction notes

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