4-Hydroxypyrrolidine → HCID 11640325, compound

HRID 2104175Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[C:6]([C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[C:5]2[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1.[NH:26]1[CH2:30][CH2:29][CH:28]([OH:31])[CH2:27]1>>[F:15][C:14]([F:17])([F:16])[C:13]([C:6]1[C:7]([CH3:12])=[N:8][C:9]2[C:4]([C:5]=1[C:19]1[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=1)=[CH:3][C:2]([N:26]1[CH2:30][CH2:29][CH:28]([OH:31])[CH2:27]1)=[CH:11][CH:10]=2)=[O:18]

Participants

Reactant 2

HCID 982104-Hydroxypyrrolidine

HCID 11567771HCID 11567771, compound

Product 1

HCID 11640325HCID 11640325, compoundYield 39%

Procedure

The title compound was prepared from 1-[6-Bromo-4-(4-fluoro-phenyl)-2-methyl-quinolin-3-yl]-2,2,2-trifluoro-ethanone [example 24] and 3-pyrrolidinol according to the procedure of example 25, except that the reaction time was of 16 h. Yield: 39%; MS: m/z=419 (M+H).

Sources & evidence

ORD record: ord-b4ea4fb399644bdcadc4b289bf1093cf
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576217B2

Reaction notes

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