4-Amino-1-methylpiperidine → HCID 60207490, compound

HRID 1192267Notes

Reaction equation

HRID 1192267 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[O:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[CH3:21][N:22]1[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24][CH2:23]1>>[Cl:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[O:8][C:9]1[S:13][C:12]([C:14]([NH:28][CH:25]2[CH2:26][CH2:27][N:22]([CH3:21])[CH2:23][CH2:24]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 27375314-Amino-1-methylpiperidineHCID 60207489HCID 60207489, compound

Product 1

HCID 60207490HCID 60207490, compound

Procedure

Prepared according to the procedure described for example 70 from 5-((3,5-dichloropyridin-4-yl)oxy)-4-nitrothiophene-2-carboxylic acid (70 mg, 0.21 mmol) from above and 1-methylpiperidin-4-amine (28.5 mg, 0.25 mmol). The title compound was obtained as a solid (35.0 mg, 39% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.03 (1H, m), 8.62 (2H, m), 8.57 (1H, s), 3.88 (1H, m), 3.12 (2H, m), 2.60 (2H, m), 2.50 (3H, s), 1.93 (2H, m), 1.77 (2H, m). MS m/z: 431.05, 433.14 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-dc718baa1b09489184e29896fb6554f1
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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