Cyclopropanecarboxylic acid → HCID 24739477, compound

HRID 731654Notes

Reaction equation

[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[N:14]=[C:15]2[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][N:16]2[CH:22]=1.[CH:23]1([C:26](O)=[O:27])[CH2:25][CH2:24]1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:3]=1[C:13]1[N:14]=[C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:26]([CH:23]3[CH2:25][CH2:24]3)=[O:27])=[CH:17][N:16]2[CH:22]=1

Participants

Reactant 2

HCID 15655Cyclopropanecarboxylic acid

HCID 24739474HCID 24739474, compound

Product 1

HCID 24739477HCID 24739477, compoundYield 79%

Procedure

As described for Example 56, 2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-6-ylamine (64 mg, 0.2 mmol) was converted, using cyclopropancarboxylic acid instead of cyclopropylacetic acid, to the title compound (57 mg, 79%) which was obtained as a light brown solid. MS: m/e=359.1 [M+H]+.

Sources & evidence

ORD record: ord-ce3680fddb994d34af527e68ae05630b
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07585874B2

Reaction notes

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