Cyclopropylamine → HCID 25110835, compound

HRID 2262569Notes

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

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 67363061HCID 67363061, compound

Product 1

HCID 25110835HCID 25110835, compoundYield 38%

Procedure

As described for Example 38b, 6-{4-[3-(4-fluoro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-imidazol-1-yl}-nicotinic acid methyl ester (100 mg, 0.23 mmol), was converted, using cyclopropylamine (66.14 μL, 0.9 mmol) instead of cyclopropanemethylamine, to the title compound (40 mg, 38%) which was obtained as a white solid. MS: m/e=458.2 [M+H]+.

Sources & evidence

ORD record: ord-bd6aaa8548a846b8a5b5fdf0a2ad307d
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851469B2

Reaction notes

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