Cyclopropylamine → HCID 67421513, compound

HRID 2219385Notes

Reaction equation

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

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 67421104HCID 67421104, compound

Product 1

HCID 67421513HCID 67421513, compoundYield 38%

Procedure

As described for Example 71c, cyclopropylamine was converted, using 3-{4-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-imidazol-1-yl}-benzoic acid (100 mg, 0.28 mmol) instead of 4-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid, to the title compound (42 mg, 38%) which was obtained as an off-white solid. MS: m/e=403.0 [M+H]+.

Sources & evidence

ORD record: ord-c796e0b4995d452b88295ba821a04fc8
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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