4,4-Dimethylpiperidine → HCID 60207453, compound

HRID 1192233Notes

Reaction equation

HRID 1192233 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].[CH3:25][C:26]1([CH3:32])[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]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:29]2[CH2:30][CH2:31][C:26]([CH3:32])([CH3:25])[CH2:27][CH2:28]2)=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22]

Participants

3

Reactant 2

HCID 1381004,4-DimethylpiperidineHCID 60207450HCID 60207450, compound

Product 1

HCID 60207453HCID 60207453, 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 4,4-dimethyl-piperidine (45.0 mg, 0.28 mmol). The title compound was afforded as a solid (30.0 mg, 26% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.99 (2H, m), 8.43 (1H, s), 3.23 (2H, m), 2.95 (4H, m), 1.82 (2H, m), 1.35 (4H, m), 1.23 (2H, m), 0.94 (6H, s). MS m/z: 503.34, 505.37 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-879bdb02c4b94e17992cf1e1ae99397d
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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