N-(2-Aminoethyl)piperidine → HCID 60207389, compound

HRID 1192173Notes

Reaction equation

HRID 1192173 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14](Cl)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[NH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:21][CH2:22][CH2:23][N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 33944N-(2-Aminoethyl)piperidineHCID 60207337HCID 60207337, compound

Product 1

HCID 60207389HCID 60207389, compound

Procedure

Prepared according to the procedure described for example 50 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carbonyl chloride (120 mg, 0.33 mmol) and N-(2-aminoethyl)piperidine (63 mg, 0.39 mmol). The title compound was obtained as a solid (20 mg, 11% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.99 (2H, s), 8.83 (1H, m), 8.42 (1H, s), 3.32 (2H, m), 2.42 (3H, m), 2.35 (1H, m), 1.48 (4H, m), 1.37 (2H, m). MS m/z: 459.16, 461.15 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9709cffba3eb40d6a3f5211f542e698f
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…