1-Benzofuran-4-carboxylic acid → Benzofuran-4-carboxylic acid-(1S,2S,5R)-[7-methyl-3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-3-aza-bicyclo[3.3.0]oct-2-ylmethyl]-amide

HRID 425835Notes

Reaction equation

HRID 425835 reaction equation
[NH2:1][CH2:2][C@H:3]1[N:10]([C:11]([C:13]2[N:14]=[C:15]([CH3:25])[S:16][C:17]=2[C:18]2[CH:19]=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=2)=[O:12])[CH2:9][C@H:8]2[C@@H:4]1[CH2:5][CH:6]([CH3:26])[CH2:7]2.[O:27]1[C:31]2=[CH:32][CH:33]=[CH:34][C:35]([C:36](O)=[O:37])=[C:30]2[CH:29]=[CH:28]1>>[CH3:26][CH:6]1[CH2:5][C@H:4]2[C@H:8]([CH2:9][N:10]([C:11]([C:13]3[N:14]=[C:15]([CH3:25])[S:16][C:17]=3[C:18]3[CH:19]=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=3)=[O:12])[C@@H:3]2[CH2:2][NH:1][C:36]([C:35]2[CH:34]=[CH:33][CH:32]=[C:31]3[O:27][CH:28]=[CH:29][C:30]=23)=[O:37])[CH2:7]1

Participants

3

Reactant 2

HCID 223241171-Benzofuran-4-carboxylic acidHCID 59411601[(1S,2S,5R)-2-aminomethyl-7-methyl-3-aza-bicyclo[3.3.0]oct-3-yl]-(2-methyl-5-m-tolyl-thiazol-4-yl)-methanone

Product 1

HCID 25154299Benzofuran-4-carboxylic acid-(1S,2S,5R)-[7-methyl-3-(2-methyl-5-m-tolyl-thiazole-4-carbonyl)-3-aza-bicyclo[3.3.0]oct-2-ylmethyl]-amide

Procedure

prepared by reaction of [(1S,2S,5R)-2-aminomethyl-7-methyl-3-aza-bicyclo[3.3.0]oct-3-yl]-(2-methyl-5-m-tolyl-thiazol-4-yl)-methanone with benzofuran-4-carboxylic acid (M. A. Eissenstat et al. J. Med. Chem. 1995, 38, 3094-3105).

Sources & evidence

ORD record
ord-263663d7d93d4e61a403bdaf3c53c1d7
Source dataset
uspto-grants-2012_01
Patent number
US08106215B2

Reaction notes

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