3,3,3-Trifluoropropionic acid → 3,3,3-trifluoro-N-((2-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2-phenylcyclopropyl)methyl) propanamide

HRID 218137Notes

Reaction equation

HRID 218137 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([C:17]4([C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=5)[CH2:19][CH:18]4[CH2:20][NH2:21])=[CH:14][CH:15]=3)[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[F:28][C:29]([F:35])([F:34])[CH2:30][C:31](O)=[O:32]>>[F:28][C:29]([F:35])([F:34])[CH2:30][C:31]([NH:21][CH2:20][CH:18]1[CH2:19][C:17]1([C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[N:8]([C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=1)[N:9]=[CH:10]2)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:32]

Participants

3

Reactant 2

HCID 27779723,3,3-Trifluoropropionic acidHCID 68707146(2-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2-phenylcyclopropyl)methanamine

Product 1

HCID 592511053,3,3-trifluoro-N-((2-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2-phenylcyclopropyl)methyl) propanamideYield 86%

Procedure

(2-(1-(4-Fluorophenyl)-1H-indazol-5-yl)-2-phenylcyclopropyl)methanamine (71 mg, 0.15 mmol) was coupled with 3,3,3-trifluoropropanoic acid (38 mg, 0.2 mmol) using General Coupling Method A to give 60 mg (86% yield) of 3,3,3-trifluoro-N-((2-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2-phenylcyclopropyl)methyl) propanamide. MS found: (M+H)+=468.

Sources & evidence

ORD record
ord-ad52d61aa2db4273ad52af6fc76d3db4
Source dataset
uspto-grants-2012_06
Patent number
US08198311B2

Reaction notes

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