3-Hydroxypiperidine → HCID 46931305, compound

HRID 1192108Notes

Reaction equation

HRID 1192108 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[OH:21][CH:22]1[CH2:27][CH2:26][CH2:25][NH:24][CH2:23]1>>[Cl:20][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]([N:24]2[CH2:25][CH2:26][CH2:27][CH:22]([OH:21])[CH2:23]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 232933-HydroxypiperidineHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 46931305HCID 46931305, compound

Procedure

Prepared according to the procedure described for example 70 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (150 mg, 0.43 mmol) and 3-hydroxyl piperidine (52 mg, 0.52 mmol). The title compound was obtained as a solid (22 mg, 12% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.97 (2H, m), 7.99 (1H, m), 4.96 (1H, m), 3.61 (3H, m), 1.72 (2H, m), 1.49 (2H, m). MS m/z: 434.08, 436.03 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-bf606f41feb548299aa5353247a260b3
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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