1193-03-9 → HCID 60207469, compound

HRID 1192250Notes

Reaction equation

HRID 1192250 reaction equation
[Cl:1][C:2]1[C:3]([CH3:22])=[N:4][C:5]([CH3:21])=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14](O)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].Cl.[CH3:24][N:25]1[CH2:30][CH2:29][CH:28]([NH2:31])[CH2:27][CH2:26]1>>[Cl:1][C:2]1[C:3]([CH3:22])=[N:4][C:5]([CH3:21])=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:31][CH:28]2[CH2:29][CH2:30][N:25]([CH3:24])[CH2:26][CH2:27]2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 177937601193-03-9HCID 60207470HCID 60207470, compound

Product 1

HCID 60207469HCID 60207469, compound

Procedure

Prepared according to the procedure described for example 70 from 5-((3,5-dichloro-2,6-dimethylpyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid from the above (200 mg, 0.53 mmol) and 1-methylpiperidin-4-amine hydrogen chloride salt (72.0 mg, 0.63 mmol). The title compound was obtained as a solid (180.0 mg, 72% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.63 (1H, m), 8.49 (1H, s), 3.58 (1H, m), 2.75 (2H, m), 2.65 (6H, s), 2.14 (3H, s), 1.92 (2H, m), 1.72 (2H, m), 1.49 (2H, m). MS m/z: 475.18, 477.17 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-37c10dbd8c3d4e60be8b41613c1491fa
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…