Cyclopentylamine → 3-(2-Cyclopentylamino-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methane sulfonylamino-benzyl)-acrylamide

HRID 2265994Notes

Reaction equation

HRID 2265994 reaction equation
Cl[C:2]1[C:7]([CH:8]=[CH:9][C:10]([NH:12][CH2:13][C:14]2[CH:19]=[C:18]([F:20])[C:17]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[C:16]([C:26]#[CH:27])[CH:15]=2)=[O:11])=[CH:6][CH:5]=[C:4]([C:28]([F:31])([F:30])[F:29])[N:3]=1.[CH:32]1([NH2:37])[CH2:36][CH2:35][CH2:34][CH2:33]1>>[CH:32]1([NH:37][C:2]2[C:7]([CH:8]=[CH:9][C:10]([NH:12][CH2:13][C:14]3[CH:19]=[C:18]([F:20])[C:17]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[C:16]([C:26]#[CH:27])[CH:15]=3)=[O:11])=[CH:6][CH:5]=[C:4]([C:28]([F:29])([F:30])[F:31])[N:3]=2)[CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

3

Reactant 2

HCID 2906CyclopentylamineHCID 743823853-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide

Product 1

HCID 743826173-(2-Cyclopentylamino-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methane sulfonylamino-benzyl)-acrylamideYield 8%

Procedure

3-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide (30 mg, 0.057 mmol) was reacted with cyclopentylamine (500 μl) as in example 65 to give the title compound (2.5 mg, 8%) after purification by column chromatography (Hex/EtOAc=1/1).

Sources & evidence

ORD record
ord-e9af8af4a7304f199534e2096cb40616
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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