Pyrrolidine → HCID 44578672, compound

HRID 2114096Notes

Reaction equation

HRID 2114096 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][N:30]=1)[C:5]([NH:7][C:8]1[CH:9]=[C:10]([C:15]2[CH:20]=[CH:19][C:18]([C:21]([NH:23][CH2:24][CH:25]3[CH2:27][CH2:26]3)=[O:22])=[CH:17][CH:16]=2)[C:11]([CH3:14])=[CH:12][CH:13]=1)=[O:6].[NH:31]1[CH2:35][CH2:34][CH2:33][CH2:32]1>>[CH:25]1([CH2:24][NH:23][C:21]([C:18]2[CH:19]=[CH:20][C:15]([C:10]3[C:11]([CH3:14])=[CH:12][CH:13]=[C:8]([NH:7][C:5](=[O:6])[C:4]4[CH:28]=[CH:29][N:30]=[C:2]([N:31]5[CH2:35][CH2:34][CH2:33][CH2:32]5)[CH:3]=4)[CH:9]=3)=[CH:16][CH:17]=2)=[O:22])[CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 44578670HCID 44578670, compound

Product 1

HCID 44578672HCID 44578672, compound

Procedure

N-(4′-{[(Cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)-2-pyrrolidin-1- ylisonicotinamide was prepared from 2-chloro-N-(4′-{[(cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)isonicotinamide and pyrrolidine using method A. NMR; δH [2H6]—DMSO 10.28,(1H. s), 8.62,(1H, t), 8.19,(1H, d), 7.93,(2H, d), 7.71,(1H, dd), 7.66,(1H, d), 7.44,(2H, d), 7.30,(1H, d), 6.97,(1H, d), 6.86,(1H, s), 3.43,(4H, m), 3.16,(2H, t), 2.20,(3H, s), 1.95,(4H, m), 1.04,(1H, b), 0.43,(2H, m), 0.24,(2H, m). LCMS: retention time 2.85 min, M+455.

Sources & evidence

ORD record
ord-6f083ace43e740df8d4128fef6afecd2
Source dataset
uspto-grants-2008_10
Patent number
US07432289B2

Reaction notes

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