HCID 69066028, compound → HCID 24739474, compound

HRID 731651Notes

Reaction equation

HRID 731651 reaction equation
CC1ON=C(C2C=CC=CC=2)C=1C1N=C2C=CC(C(O)=O)=CN2C=1.C(OC(=O)[NH:31][C:32]1[CH:33]=[CH:34][C:35]2[N:36]([CH:38]=[C:39]([C:41]3[C:42]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)=[N:43][O:44][C:45]=3[CH3:46])[N:40]=2)[CH:37]=1)(C)(C)C>>[CH3:46][C:45]1[O:44][N:43]=[C:42]([C:47]2[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=2)[C:41]=1[C:39]1[N:40]=[C:35]2[CH:34]=[CH:33][C:32]([NH2:31])=[CH:37][N:36]2[CH:38]=1

Participants

3

Reactant 2

HCID 69066028HCID 69066028, compoundHCID 69072661HCID 69072661, compound

Product 1

HCID 24739474HCID 24739474, compoundYield 78%

Procedure

As described for Example 46, 2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine-6-carboxylic acid (1.62 g, 5.1 mmol) instead of 2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridine-7-carboxylic acid, was converted to [2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-6-yl]-carbamic acid tert-butyl ester (910 mg, 46% MS: m/e=389.5 [M+H]+) and then to the title compound (506 mg, 78%) which was obtained as a light grey foam. MS: m/e=291.0 [M−H]−.

Sources & evidence

ORD record
ord-19fcbbc211b5418da7e570f83ba17f32
Source dataset
uspto-grants-2009_09
Patent number
US07585874B2

Reaction notes

Loading…