3-(3,5-Difluorophenyl)-3-hydroxy-1-(2,2,2-trifluoroethyl)pyrrolidine → HCID 19935834, compound

HRID 37550Notes

Reaction equation

HRID 37550 reaction equation
[SH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][CH2:5]2.[F:14][C:15]1[CH:16]=[C:17]([C:22]2([OH:32])[CH2:26][CH2:25][N:24]([CH2:27][C:28]([F:31])([F:30])[F:29])[CH2:23]2)[CH:18]=[C:19](F)[CH:20]=1>>[F:14][C:15]1[CH:20]=[C:19]([S:1][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][CH2:5]3)[CH:18]=[C:17]([C:22]2([OH:32])[CH2:26][CH2:25][N:24]([CH2:27][C:28]([F:29])([F:30])[F:31])[CH2:23]2)[CH:16]=1

Participants

3

Reactant 2

HCID 199358003-(3,5-Difluorophenyl)-3-hydroxy-1-(2,2,2-trifluoroethyl)pyrrolidineHCID 224137591-Methyl-6-sulfanyl-1,2,3,4-tetrahydroquinolin-2-one

Product 1

HCID 19935834HCID 19935834, compoundYield 30%

Procedure

Using an analogous procedure to that described in Example 6, 6-mercapto-1-methyl-1,2,3,4-tetrahydroquinolin-2-one was reacted with 3-(3,5-difluorophenyl)-3-hydroxy-1-(2,2,2-trifluoroethyl)pyrrolidine to give 3-[5-fluoro-3-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]-3-hydroxy-1-(2,2,2-trifluoroethyl)pyrrolidine as a gum in 30% yield.

Sources & evidence

ORD record
ord-e6a65cfeddf74f3f8d5e2ba73b4ec9b9
Source dataset
uspto-grants-1995_05
Patent number
US05420298

Reaction notes

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