HCID 4961839, compound → HCID 60207503, compound

HRID 1192274Notes

Reaction equation

HRID 1192274 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]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[NH2:21][CH2:22][CH2:23][C:24]([N:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1)=[O:25]>>[Cl:20][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:21][CH2:22][CH2:23][C:24](=[O:25])[N:26]2[CH2:30][CH2:29][CH2:28][CH2:27]2)=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 4961839HCID 4961839, compoundHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 60207503HCID 60207503, compound

Procedure

Prepared according to the procedure described for example 70 from 5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid (500 mg, 1.4 mmol) and 3-amino-1-(pyrrolidin-1-yl)propan-1-one (240 mg, 1.7 mmol). The title compound was obtained as a solid (22.0 mg, 3% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.99 (2H, m), 8.92 (1H, m), 8.43 (1H, s), 3.40 (2H, m), 3.34 (2H, m), 3.26 (2H, m), 2.47 (2H, m), 1.84 (2H, m), 1.73 (2H, m). MS m/z: 475.10, 477.11 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1ec55a242e5a41279edf9111389dfed8
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

Loading…