4-Hydroxypyrrolidine → HCID 118566577, compound

HRID 1056687Notes

Reaction equation

HRID 1056687 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]([OH:30])[CH2:26]1>>[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]([OH:30])[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

3

Reactant 2

HCID 982104-HydroxypyrrolidineHCID 1185559652,6-Dichloro-quinoline-5-carboxylic acid (4,4-difluorocyclohexylmethyl)-amide

Product 1

HCID 118566577HCID 118566577, compound

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 pyrrolidin-3-ol. 1H NMR (400 MHz, DMSO-d6): δ 8.74 (t, J=5.62 Hz, 1H), 7.72 (d, J=9.61 Hz, 1H), 7.52 (dd, J=9.21, 8.20 Hz, 2H), 6.96 (d, J=9.23 Hz, 1H), 4.97-5.01 (m, 1H), 3.55-3.61 (m, 4H), 3.22-3.25 (m, 2H), 2.02-2.04 (m, 3H), 1.73-1.94 (m, 6H), 1.15-1.32 (m, 2H). m/z: 424.2 [M+H]+

Sources & evidence

ORD record
ord-4f03d483ed984da6b62cc34b3455b6e0
Source dataset
uspto-grants-2016_07
Patent number
US09399623B2

Reaction notes

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