Cyclobutanecarboxylic acid → HCID 86613885, compound

HRID 731655Notes

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:27](O)=[O:28])[CH2:26][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:27]([CH:23]3[CH2:26][CH2:25][CH2:24]3)=[O:28])=[CH:17][N:16]2[CH:22]=1

Participants

Reactant 2

HCID 19494Cyclobutanecarboxylic acid

HCID 24739474HCID 24739474, compound

Product 1

HCID 86613885HCID 86613885, compoundYield 30%

Procedure

As described for Example 56, 2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-6-ylamine (96 mg, 0.33 mmol) was converted, using cyclobutanecarboxylic acid instead of cyclopropylacetic acid, to the title compound (33 mg, 30%) which was obtained as a light brown foam. MS: m/e=373.1 [M+H]+.

Sources & evidence

ORD record: ord-abe95320a9ce448ab951813046a02533
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07585874B2

Reaction notes

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