3-Hydroxyazetidine → HCID 11689573, compound

HRID 2104169Notes

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][CH:22]=[CH:21][CH:20]=1.[NH:25]1[CH2:28][CH:27]([OH:29])[CH2:26]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:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[CH:3][C:2]([N:25]1[CH2:28][CH:27]([OH:29])[CH2:26]1)=[CH:11][CH:10]=2)=[O:18]

Participants

Reactant 2

HCID 15142903-Hydroxyazetidine

HCID 11710932HCID 11710932, compound

Product 1

HCID 11689573HCID 11689573, compoundYield 22%

Procedure

The title compound was prepared from 1-(6-Bromo-2-methyl-4-phenyl-quinolin-3-yl)-2,2,2-trifluoro-ethanone [example 3] and azetidin-3-ol according to the procedure of example 25, except that the reaction time was of 16 h. Yield: 22%; MS: m/z=387 (M+H).

Sources & evidence

ORD record: ord-607477ab31ad4145bd8e9e7108bdea2e
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576217B2

Reaction notes

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