Cyclopropylamine → HCID 67420832, compound

HRID 2219373Notes

Reaction equation

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

Participants

Reactant 2

HCID 69828Cyclopropylamine

HCID 67421094HCID 67421094, compound

Product 1

HCID 67420832HCID 67420832, compoundYield 47%

Procedure

As described for Example 71c, cyclopropylamine was converted, using 3-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid (100 mg, 0.29 mmol) instead of 4-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid, to the title compound (53 mg, 47%) which was obtained as an off-white solid. MS: m/e=385.0 [M+H]+.

Sources & evidence

ORD record: ord-e545d8510c924f8fa1cd43206d3e1165
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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