Cyclopropylamine → HCID 25133160, compound

HRID 2262582Notes

Reaction equation

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

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 67361949HCID 67361949, compound

Product 1

HCID 25133160HCID 25133160, compoundYield 76%

Procedure

As described for Example 48b, 6-{4-[3-(4-chloro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-imidazol-1-yl}-nicotinic acid methyl ester (100 mg, 0.23 mmol), was converted, using cyclopropylamine instead of cyclopropanemethylamine, to the title compound (80 mg, 76%) which was obtained as a white solid. MS: m/e=474.1 [M+H]+.

Sources & evidence

ORD record: ord-fd8816d34ed047739632ffebf1cd4f75
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851469B2

Reaction notes

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