Piperidine → HCID 60207446, compound

HRID 1192223Notes

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](O)=[O:19])=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22].[NH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>>[Cl:24][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:16][CH2:17][C:18](=[O:19])[N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22]

Participants

Reactant 2

HCID 8082Piperidine

HCID 60207437HCID 60207437, compound

Product 1

HCID 60207446HCID 60207446, 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 (200 mg, 0.49 mmol) from example 210 and piperidine (50.0 mg, 0.59 mmol). The title compound was obtained as a solid (45.0 mg, 22% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.06 (1H, m), 8.98 (2H, m), 8.51 (1H, s), 4.06 (2H, m), 3.38 (4H, m), 1.57 (2H, m), 1.48 (2H, m), 1.24 (2H, m). MS m/z: 475.08, 477.08 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-59704f44529b432abf584f079f9e8d7f
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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