2-Bromo-1-[4-(trifluoromethoxy)phenyl]ethan-1-one → HCID 123876920, compound

HRID 1523290Notes

Reaction equation

HRID 1523290 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([CH2:15][C:16]([OH:18])=[O:17])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([O:29][C:30]([F:33])([F:32])[F:31])=[CH:25][CH:24]=1)=[O:22]>>[C:1]([O:5][C:6]([NH:8][C:9]1([CH2:15][C:16]([O:18][CH2:20][C:21](=[O:22])[C:23]2[CH:28]=[CH:27][C:26]([O:29][C:30]([F:31])([F:32])[F:33])=[CH:25][CH:24]=2)=[O:17])[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 27786912-Bromo-1-[4-(trifluoromethoxy)phenyl]ethan-1-oneHCID 170401964-[(tert-Butoxycarbonyl)amino]-4-(carboxymethyl)tetrahydro-2H-pyran, 4-Amino-4-(carboxymethyl)tetrahydro-2H-pyran, N-BOC protected

Product 1

HCID 123876920HCID 123876920, compoundYield 105.1%

Conditions

Temperature
50 °C

Procedure

Prepared by Method F using {4-[(tert-butoxycarbonyl)amino]tetrahydro-2H-pyran-4-yl}acetic acid (0.259 g, 1.00 mmol) and 2-bromo-1-[4-(trifluoromethoxy)phenyl]-ethanone (0.283 g, 1.00 mmol). The reaction was stirred at 50° C. for 50 minutes. The residue was isolated as a crude oil that crystallised to afford the title compound as a solid (0.485 g, 105% yield).

Workup

  1. customPrepared by Method F
  2. customThe residue was isolated as a crude oil that
  3. customcrystallised

Sources & evidence

ORD record
ord-aec207343c1f4bdcb52094cd487f90a2
Source dataset
uspto-grants-2015_07
Patent number
US09079878B2

Reaction notes

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