Boron tribromide → HCID 59787420, compound

HRID 1965969Notes

Reaction equation

HRID 1965969 reaction equation
B(Br)(Br)Br.[Cl:5][C:6]1[CH:22]=[CH:21][C:9]2[CH2:10][CH2:11][N:12]([C:15](=[O:20])[C:16]([F:19])([F:18])[F:17])[CH2:13][CH2:14][C:8]=2[C:7]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[O:29]C>ClCCl>[Cl:5][C:6]1[CH:22]=[CH:21][C:9]2[CH2:10][CH2:11][N:12]([C:15](=[O:20])[C:16]([F:19])([F:18])[F:17])[CH2:13][CH2:14][C:8]=2[C:7]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[OH:29]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 59787363HCID 59787363, compound

Product 1

HCID 59787420HCID 59787420, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Cool boron tribromide (3.5 mL, 1M solution in dichloromethane) in dichloromethane at 0° C. and add dropwise a solution of 7-chloro-6-(2-methoxyphenyl)-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (840 mg, 2.19 mmol) in dichloromethane (5 mL). Stir at room temperature for 6 h. Partition between iced water and EtOAc. Dry the organic layer over Na2SO4, filter and concentrate in vacuo to obtain the desired intermediate as a white solid (800 mg, 99%).

Workup

  1. customPartition between iced water and EtOAc
  2. dry with materialDry the organic layer over Na2SO4
  3. filtrationfilter
  4. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-8bfcd96463bd4f0fa27123b32ac3f4a0
Source dataset
uspto-grants-2013_04
Patent number
US08420631B2

Reaction notes

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