4-Amino-1-methylpiperidine → HCID 60207487, compound

HRID 1192264Notes

Reaction equation

HRID 1192264 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([F: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].[CH3:21][N:22]1[CH2:27][CH2:26][CH:25]([NH2:28])[CH2:24][CH2:23]1>>[F:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([F:1])[C:7]=1[S: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 60207486HCID 60207486, compound

Product 1

HCID 60207487HCID 60207487, compound

Procedure

Prepared according to the procedure described for example 70 from 5-((3,5-difluoropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid (200 mg, 0.63 mmol) from above and 1-methylpiperidin-4-amine (86.0 mg, 0.76 mmol). The title compound was obtained as a solid (50.0 mg, 19% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.89 (2H, s), 8.64 (1H, m), 8.48 (1H, s), 3.57 (1H, m), 2.72 (2H, m), 2.14 (3H, s), 1.91 (2H, m), 1.73 (2H, m), 1.52 (2H, m). MS m/z: 415.13 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-143ef4aa5de44c6f9a05c55d91b3cc82
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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