1-Methylpiperazine → HCID 60207444, compound

HRID 1192221Notes

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][NH:29][CH2:28][CH2:27]1>>[Cl:24][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]([NH:16][CH2:17][C:18]([N: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

Reactant 2

HCID 531671-Methylpiperazine

HCID 60207437HCID 60207437, compound

Product 1

HCID 60207444HCID 60207444, 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-piperazine (35.3 mg, 0.35 mmol). The title compound was obtained as a solid (30.0 mg, 21% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.05 (1H, m), 8.99 (2H, m), 8.51 (1H, s), 4.07 (2H, m), 3.42 (2H, m), 3.32 (2H, m), 2.29 (2H, m), 2.24 (2H, m), 2.17 (3H, s). MS m/z: 488.13, 490.15 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-e662dc089d15410a9273d4dfbd5dbb2a
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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