3-(Trifluoromethoxy)benzylamine → HCID 46932708, compound

HRID 1192099Notes

Reaction equation

HRID 1192099 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].[F:21][C:22]([F:33])([F:32])[O:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[CH2:27][NH2:28]>>[Cl:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:28][CH2:27][C:26]2[CH:29]=[CH:30][CH:31]=[C:24]([O:23][C:22]([F:21])([F:32])[F:33])[CH:25]=2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 1452643-(Trifluoromethoxy)benzylamineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 46932708HCID 46932708, 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 (145 mg, 0.41 mmol) and 3-(trifluoromethoxy)benzylamine (53 mg, 0.39 mmol). The title compound was obtained as a solid (55 mg, 26% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.45 (1H, m), 8.98 (2H, m), 8.47 (1H, s), 7.48 (2H, m), 7.30 (2H, m), 4.45 (2H, m). MS m/z: 522.09, 524.08 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6ec4ba5a480e446b959cd83d2e1ae9d4
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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