Pyrrolidone carboxylic acid → HCID 178427163, compound

HRID 2054075Notes

Reaction equation

HRID 2054075 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([NH:17][C:18](=[O:33])[C:19]1[CH:24]=[CH:23][C:22]([C:25]([N:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:26])=[C:21]([CH3:32])[CH:20]=1)[C:7]1[NH:11][C:10]2[CH:12]=[CH:13][C:14]([Cl:16])=[CH:15][C:9]=2[N:8]=1.C(N(C(C)C)CC)(C)C.[O:43]=[C:44]1[NH:48][CH:47]([C:49](O)=[O:50])[CH2:46][CH2:45]1>CS(C)=O>[Cl:16][C:14]1[CH:13]=[CH:12][C:10]2[NH:11][C:7]([C@@H:6]([NH:17][C:18](=[O:33])[C:19]3[CH:24]=[CH:23][C:22]([C:25]([N:27]4[CH2:28][CH2:29][CH2:30][CH2:31]4)=[O:26])=[C:21]([CH3:32])[CH:20]=3)[CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:49]([CH:47]3[CH2:46][CH2:45][C:44](=[O:43])[NH:48]3)=[O:50])=[N:8][C:9]=2[CH:15]=1

Participants

5

Reactant 3

HCID 499Pyrrolidone carboxylic acidHCID 81531DiisopropylethylamineHCID 178427160HCID 178427160, compound

Product 1

HCID 178427163HCID 178427163, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared analogously to Example 1d from N-[(1S)-5-amino-1-(5-chloro-1H-benzimidazol-2-yl)pentyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide, PFTU, diisopropylethylamine, and 5-oxopyrrolidine-2-carboxylic acid in dimethylsulfoxide. HPLC-MS results: retention time: 2.02 minutes; C30H35ClN6O4 (579.10); mass spectrum: (M−H)−=578.

Workup

  1. customHPLC-MS results

Sources & evidence

ORD record
ord-15d9f7cd99c4421c8f2101cb2988e4f1
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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