2-Methyl-4-phenylpyrimidine-5-carboxylic acid → benzofuran-4-carboxylic acid [(1S,3S,5S)-2-(2-methyl-4-phenyl-pyrimidine-5-carbonyl)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide

HRID 2064821Notes

Reaction equation

HRID 2064821 reaction equation
[C@H:1]12[CH2:6][C@H:5]1[CH2:4][C@@H:3]([CH2:7][NH:8][C:9]([C:11]1[CH:12]=[CH:13][CH:14]=[C:15]3[O:19][CH:18]=[CH:17][C:16]=13)=[O:10])[NH:2]2.[CH3:20][C:21]1[N:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:24]([C:33](O)=[O:34])=[CH:23][N:22]=1>>[CH3:20][C:21]1[N:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:24]([C:33]([N:2]2[C@H:3]([CH2:7][NH:8][C:9]([C:11]3[CH:12]=[CH:13][CH:14]=[C:15]4[O:19][CH:18]=[CH:17][C:16]=34)=[O:10])[CH2:4][C@H:5]3[C@@H:1]2[CH2:6]3)=[O:34])=[CH:23][N:22]=1

Participants

3

Reactant 2

HCID 27765102-Methyl-4-phenylpyrimidine-5-carboxylic acidHCID 67081492benzofuran-4-carboxylic acid [(1S,3S,5S)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide

Product 1

HCID 67081338benzofuran-4-carboxylic acid [(1S,3S,5S)-2-(2-methyl-4-phenyl-pyrimidine-5-carbonyl)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide

Procedure

prepared by reaction of benzofuran-4-carboxylic acid [(1S,3S,5S)-2-aza-bicyclo[3.1.0]hex-3-ylmethyl]-amide with 2-methyl-4-phenyl-pyrimidine-5-carboxylic acid. LC-MS (basic): tR=1.31 min; [M+H]+=453.2.

Sources & evidence

ORD record
ord-437f66dbc8af4ad8b65c816061d98790
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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