2-Bromo-4'-(trifluoromethyl)acetophenone → 2-Oxo-2-[4-(trifluoromethyl)phenyl]ethyl (3-{[(benzyloxy)carbonyl]amino}oxetan-3-yl)acetate

HRID 1523285Notes

Reaction equation

HRID 1523285 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1([CH2:16][C:17]([OH:19])=[O:18])[CH2:15][O:14][CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=1)=[O:23]>>[CH2:1]([O:8][C:9]([NH:11][C:12]1([CH2:16][C:17]([O:19][CH2:21][C:22](=[O:23])[C:24]2[CH:25]=[CH:26][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:28][CH:29]=2)=[O:18])[CH2:13][O:14][CH2:15]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 3219792-Bromo-4'-(trifluoromethyl)acetophenoneHCID 895254372-(3-{[(Benzyloxy)carbonyl]amino}oxetan-3-yl)acetic acid

Product 1

HCID 1237870952-Oxo-2-[4-(trifluoromethyl)phenyl]ethyl (3-{[(benzyloxy)carbonyl]amino}oxetan-3-yl)acetate

Procedure

Prepared by Method E using (3-{[(benzyloxy)carbonyl]amino}oxetan-3-yl)acetic acid (Preparation 25, 0.3 g, 1.13 mmol) and 2-bromo-1-[4-(trifluoromethyl)phenyl]ethanone (0.317 g, 1.19 mmol) to afford the title compound.

Workup

  1. customPrepared by Method E

Sources & evidence

ORD record
ord-8751ad218774486b8e95cf0e4bca886a
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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