4-Piperidinecarboxamide → HCID 67494600, compound

HRID 1192230Notes

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][CH2:18][CH:19]=O)=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22].[NH:25]1[CH2:30][CH2:29][CH:28]([C:31]([NH2:33])=[O:32])[CH2:27][CH2:26]1>>[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][CH2:18][CH2:19][N:25]2[CH2:30][CH2:29][CH:28]([C:31]([NH2:33])=[O:32])[CH2:27][CH2:26]2)=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22]

Participants

Reactant 2

HCID 37724-Piperidinecarboxamide

HCID 60207450HCID 60207450, compound

Product 1

HCID 67494600HCID 67494600, compound

Procedure

Prepared according to the procedure described for step D of example 223 from 5-((3,5-dichloropyridin-4-yl)thio)-4-nitro-N-(3-oxopropyl)thiophene-2-carboxamide (100 mg, 0.23 mmol) and piperidine-4-carboxamide (36.0 mg, 0.28 mmol). The title compound was afforded as a solid (20.0 mg, 17% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.99 (2H, m), 8.85 (1H, m), 8.42 (1H, s), 7.21 (1H, m), 6.73 (1H, m), 3.19 (2H, m), 2.84 (2H, m), 2.25 (1H, m), 2.0 (1H, m), 1.8 (2H, m), 1.64 (4H, m), 1.53 (2H, m), 1.23 (1H, m). MS m/z: 518.33, 520.35 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-17a141d7e9b343eab3329c6e493abc88
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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