Ethanamine, 2,2,2-trifluoro- → HCID 178447316, compound

HRID 1410199Notes

Reaction equation

[C:1]([C:5]([NH:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:29])=[C:13]([NH:15][C:16]2[NH:17][C:18]3[CH:24]=[C:23]([C:25](O)=[O:26])[C:22]([Cl:28])=[CH:21][C:19]=3[N:20]=2)[CH:14]=1)=[O:6])([CH3:4])([CH3:3])[CH3:2].[F:30][C:31]([F:35])([F:34])[CH2:32][NH2:33].CCCP(O)(O)=O>CC#N>[C:1]([C:5]([NH:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:29])=[C:13]([NH:15][C:16]2[NH:17][C:18]3[CH:24]=[C:23]([C:25]([NH:33][CH2:32][C:31]([F:35])([F:34])[F:30])=[O:26])[C:22]([Cl:28])=[CH:21][C:19]=3[N:20]=2)[CH:14]=1)=[O:6])([CH3:2])([CH3:4])[CH3:3]

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 2-[5-(tert.butylcarbonylaminomethyl)-2-chlorophenylamino]-6-chloro-benzimidazole-5-carboxylic acid (0.15 g, 0.345 mmol), 2,2,2-Trifluoroethylamine (2×0.027 ml, 0.345 mmol), 1-propylphosphonic-acid cyclic anhydride (PPA, 0.244 ml, 50% in EtOAc), 0.12 ml TEA and 10 ml MeCN was stirred for 48 h at 60° C. an concentrated. The residue was purified by chromatography to give the title compound. Yield 17 mg (10%) m/z: 516 [M+H]+.

Workup

customThe residue was purified by chromatography

Sources & evidence

ORD record: ord-eed059f967d04c0a95187157ed0959e7
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08921405B2

Reaction notes

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