Piperidin-4-ol → HCID 60207436, compound

HRID 1192215Notes

Reaction equation

HRID 1192215 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][CH:28]([OH:31])[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][C:18]([N:25]2[CH2:30][CH2:29][CH:28]([OH:31])[CH2:27][CH2:26]2)=[O:19])=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22]

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 60207437HCID 60207437, compound

Product 1

HCID 60207436HCID 60207436, 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 piperidin-4-ol (59.0 mg, 0.59 mmol). The title compound was obtained as a solid (45.0 mg, 19% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.06 (1H, m), 8.98 (2H, m), 8.51 (1H, s), 4.75 (1H, m), 4.07 (2H, m), 3.87 (1H, m), 3.66 (2H, m), 3.13 (1H, m), 2.98 (1H, m), 1.71 (2H, m), 1.23 (2H, m). MS m/z: 489.31, 491.26 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ccdb6f656cad44c5a672982422905d3d
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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