3-(Aminomethyl)biphenyl → HCID 67494780, compound

HRID 1192090Notes

Reaction equation

HRID 1192090 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[C:21]1([C:27]2[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=2)[CH2:30][NH2:31])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:27]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:34]=[CH:33][CH:32]=[C:29]([CH2:30][NH:31][C:14]([C:12]2[S:13][C:9]([S:8][C:7]3[C:6]([Cl:20])=[CH:5][N:4]=[CH:3][C:2]=3[Cl:1])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=2)=[O:16])[CH:28]=1

Participants

3

Reactant 2

HCID 27603683-(Aminomethyl)biphenylHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 67494780HCID 67494780, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (100 mg, 0.28 mmol) and 3-phenyl benzylamine (55 mg, 0.32 mmol). The title compound was obtained as a solid (24 mg, 17% yield). 1H NMR (400 MHz, CDCl3) δ: 8.74 (2H, m), 7.86 (1H, s), 7.55 (3H, m), 7.53 (1H, m), 7.46 (3H, m), 7.38 (1H, m), 7.26 (1H, m), 6.27 (1H, m), 4.63 (2H, m). MS m/z: 514.07, 516.04 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6110bf7466b54901b8d39e052e689564
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…