2-Pyridineethanamine → HCID 60207345, compound

HRID 1192130Notes

Reaction equation

HRID 1192130 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][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][N: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][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 759192-PyridineethanamineHCID 602073375-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride

Product 1

HCID 60207345HCID 60207345, 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 (150 mg, 0.41 mmol) and 2-(2-aminoethyl)pyridine (65 mg, 0.49 mmol). The title compound was obtained as a solid (55 mg, 30% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.98 (2H, s), 8.94 (1H, m), 8.49 (2H, m), 8.38 (1H, s), 7.69 (1H, m), 7.23 (1H, m), 3.56 (2H, m), 2.96 (2H, m). MS m/z: 453.02, 455.01 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f3e5175f681446948ac42d4bd9ebb003
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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