4-Piperidinemethanol → HCID 46932807, compound

HRID 1192103Notes

Reaction equation

HRID 1192103 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].[NH:21]1[CH2:26][CH2:25][CH:24]([CH2:27][OH:28])[CH2:23][CH2:22]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:21]2[CH2:26][CH2:25][CH:24]([CH2:27][OH:28])[CH2:23][CH2:22]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 4207714-PiperidinemethanolHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 46932807HCID 46932807, 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 piperidin-4-ylmethanol (59 mg, 0.51 mmol). The title compound was obtained as a solid (70 mg, 36% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, m), 7.89 (1H, s), 4.50 (1H, m), 4.25 (2H, m), 3.24 (2H, m), 1.68 (3H, m), 1.09 (2H, m). MS m/z: 448.34, 450.34 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9f97f76f64a545e5921d6d12ba68d6ff
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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