3-Acetamidopyrrolidine → HCID 118566604, compound

HRID 1056686Notes

Reaction equation

HRID 1056686 reaction equation
[F:1][C:2]1([F:24])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9][C:10]([C:12]2[C:13]3[CH:14]=[CH:15][C:16](Cl)=[N:17][C:18]=3[CH:19]=[CH:20][C:21]=2[Cl:22])=[O:11])[CH2:4][CH2:3]1.[NH:25]1[CH2:29][CH2:28][CH:27]([NH:30][C:31](=[O:33])[CH3:32])[CH2:26]1>CS(C)=O>[F:1][C:2]1([F:24])[CH2:7][CH2:6][CH:5]([CH2:8][NH:9][C:10]([C:12]2[C:13]3[CH:14]=[CH:15][C:16]([N:25]4[CH2:29][CH2:28][CH:27]([NH:30][C:31](=[O:33])[CH3:32])[CH2:26]4)=[N:17][C:18]=3[CH:19]=[CH:20][C:21]=2[Cl:22])=[O:11])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 5227153-AcetamidopyrrolidineHCID 1185559652,6-Dichloro-quinoline-5-carboxylic acid (4,4-difluorocyclohexylmethyl)-amide

Product 1

HCID 118566604HCID 118566604, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was synthesized according to the procedure described in example 1 using 2,6-dichloro-quinoline-5-carboxylic acid (4,4-difluoro-cyclohexylmethyl)-amide, and N-pyrrolidin-3-yl-acetamide with DMSO as a solvent. 1H NMR (400 MHz, DMSO-d6): δ 8.73-8.76 (m, 1H), 8.17-8.18 (m, 1H), 7.72-7.75 (m, 1H), 7.49-7.56 (m, 2H), 6.96-6.99 (m, 1H), 4.34-4.35 (m, 1H), 3.71-3.76 (m, 1H), 3.59-3.63 (m, 2H), 3.38-3.40 (m, 1H), 3.22-3.25 (m, 2H), 2.15-2.20 (m, 1H), 2.01-2.07 (m, 2H), 1.73-1.94 (m, 9H), 1.29-1.32 (m, 2H). m/z: 465.2 [M+H]+

Sources & evidence

ORD record
ord-b93146f2306d41118622edaf64b2fa0e
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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