2,2-Difluoroethanamine → HCID 60207445, compound

HRID 1192222Notes

Reaction equation

HRID 1192222 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:16][CH2:17][C:18]([OH:20])=O)=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22].[F:25][CH:26]([F:29])[CH2:27][NH2:28]>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:16][CH2:17][C:18]([NH:28][CH2:27][CH:26]([F:29])[F:25])=[O:20])=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22]

Participants

3

Reactant 2

HCID 1362742,2-DifluoroethanamineHCID 60207437HCID 60207437, compound

Product 1

HCID 60207445HCID 60207445, compound

Procedure

Prepared according to the procedure described for example 70 from 2-(5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxamido)acetic acid (120.0 mg, 0.29 mmol) from example 210 and 2,2-di-fluoro-ethylamine (28.5 mg, 0.35 mmol). The title compound was obtained as a solid (84.0 mg, 62% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.24 (1H, m), 8.99 (2H, m), 8.47 (1H, s), 8.36 (1H, m), 5.98 (1H, m), 3.85 (2H, m), 3.50 (2H, m). MS m/z: 469.05, 471.06 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4aa565376caf4deda8535ffa99ab6eea
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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