5-(Pyridin-2-yl)thiophene-2-carboxylic acid → HCID 69202963, compound

HRID 2114115Notes

Reaction equation

HRID 2114115 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:21])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([NH:16][CH2:17][CH:18]3[CH2:20][CH2:19]3)=[O:15])=[CH:10][CH:9]=2)[CH:7]=1.[N:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]1[S:32][C:31]([C:33](O)=[O:34])=[CH:30][CH:29]=1>>[CH:18]1([CH2:17][NH:16][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]3[C:5]([CH3:21])=[CH:4][CH:3]=[C:2]([NH:1][C:33]([C:31]4[S:32][C:28]([C:23]5[CH:24]=[CH:25][CH:26]=[CH:27][N:22]=5)=[CH:29][CH:30]=4)=[O:34])[CH:7]=3)=[CH:9][CH:10]=2)=[O:15])[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 7364825-(Pyridin-2-yl)thiophene-2-carboxylic acidHCID 113004885'-amino-N-(cyclopropylmethyl)-2'-methyl-1,1'-biphenyl-4-carboxamide

Product 1

HCID 69202963HCID 69202963, compound

Procedure

N-(4′-{[(Cyclopropylmethyl)amino]carbonyl}-6-methyl-1,1′-biphenyl-3-yl)-5-(pyrid-2-yl)thiophene-2- carboxamide was prepared from 5′-amino-N-(cyclopropylmethyl)-2′-methyl-1,1′-biphenyl-4-carboxamide and 5-(pyrid-2-yl)thiophene-2-carboxylic acid using method D. The product was further purified by preparative HPLC. NMR; δH [2H6]—DMSO 10.29,(1H, s), 8.63,(1H, t), 8.58,(1H, d), 8.02-7.99,(2H, m), 7.94,(2H, d), 7.90-7.86,(2H, m), 7.70,(1H, dd), 7.65,(1H, d), 7.46,(2H, d), 7.35,(1H, m), 7.30,(1H, d), 3.17,(2H, t), 2.21,(3H, s), 1.04,(1H, m), 0.43,(2H, m), 0.24,(2H, m). LCMS: retention time 3.60 min, MH+468.

Workup

  1. customThe product was further purified by preparative HPLC

Sources & evidence

ORD record
ord-ecd4377d668643a1b479bdcb6fc78559
Source dataset
uspto-grants-2008_10
Patent number
US07432289B2

Reaction notes

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