3-Butyn-2-amine, 2-methyl- → {5-[4-(1-Amino-1-methyl-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanone

HRID 2067238Notes

Reaction equation

HRID 2067238 reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:28])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:14][C:13]=2[Cl:27])=[O:11])[CH:9]=1)=[N+:2]=[N-:3].[CH3:29][C:30]([NH2:34])([CH3:33])[C:31]#[CH:32]>>[NH2:34][C:30]([C:31]1[N:3]=[N:2][N:1]([C:4]2[CH:5]=[CH:6][C:7]([CH3:28])=[C:8]([C:10]([C:12]3[CH:17]=[CH:16][C:15]([NH:18][C:19]4[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=4[F:26])=[CH:14][C:13]=3[Cl:27])=[O:11])[CH:9]=2)[CH:32]=1)([CH3:33])[CH3:29]

Participants

3

Reactant 2

HCID 763193-Butyn-2-amine, 2-methyl-HCID 86605529(5-Azido-2-methyl-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanone

Product 1

HCID 11627155{5-[4-(1-Amino-1-methyl-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 116, using compound 434 (0.125 mmol) and 1,1-dimethyl-prop-2-ynylamine (0.125 mmol). The crude product was purified by continuous gradient flash chromatography using MeOH/DCM 0:100 to 5:95 as the eluent to afford the title compound.

Workup

  1. customThe crude product was purified by continuous gradient flash chromatography

Sources & evidence

ORD record
ord-20ddf65d1ab44ab58a5f32dd3d3b0293
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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