4-Amino-1-methylpiperidine → HCID 60207447, compound

HRID 1192224Notes

Reaction equation

HRID 1192224 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]([OH:20])=O)=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22].[CH3:25][N:26]1[CH2:31][CH2:30][CH:29]([NH2:32])[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][C:18]([NH:32][CH:29]2[CH2:30][CH2:31][N:26]([CH3:25])[CH2:27][CH2:28]2)=[O:20])=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22]

Participants

3

Reactant 2

HCID 27375314-Amino-1-methylpiperidineHCID 60207437HCID 60207437, compound

Product 1

HCID 60207447HCID 60207447, 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 (120.0 mg, 0.29 mmol) from example 210 and N-methyl-4-amino-piperidine (40.2 mg, 0.35 mmol). The title compound was obtained as a solid (30.0 mg, 21% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.14 (1H, m), 8.99 (2H, m), 8.48 (1H, s), 7.90 (1H, m), 3.77 (2H, m), 3.48 (1H, m), 2.69 (2H, m), 2.15 (3H, s), 1.92 (2H, m), 1.67 (2H, m), 1.44 (2H, m). MS m/z: 502.15, 504.12 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0b74726f67cd48ffa041c69061e3d38d
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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