HCID 90299189, compound → HCID 118162229, compound
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][C:3]=1[O:11][C:12]([F:15])([F:14])[F:13]>C1COCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH2:10])=[CH:4][C:3]=1[O:11][C:12]([F:13])([F:15])[F:14]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 75 °C
Procedure
To a solution of 2-(4-bromo-3-(trifluoromethoxy)phenyl)acetonitrile (800 mg, 2.86 mmol) in THF (40 mL) was added a solution of borane dimethyl sulfide complex in THF (2 M, 2.15 mL, 4.3 mmol) at 0° C. The resulting solution was heated at 75° C. for 2 h under nitrogen atmosphere. The reaction was quenched with MeOH (10 mL) at 0° C. and concentrated under vacuum to afford the crude title product (720 mg, 2.54 mmol). MS (ESI) m/z 283.9 M+, 291.1 [M+2]+.
Workup
- customThe reaction was quenched with MeOH (10 mL) at 0° C.
- concentrationconcentrated under vacuum
Sources & evidence
- ORD record
- ord-d49ea2e4a8484debb947c3b1a1077561
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09156798B2
Reaction notes
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