Boron trifluoride etherate → HCID 117599720, compound

HRID 513225Notes

Reaction equation

HRID 513225 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([CH3:12])[C:5]2([C:14]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:16]([F:22])[CH:15]=1)O.C([SiH](CC)CC)C.B(F)(F)F.CCOCC>C(Cl)CCl>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([CH3:12])[CH:5]2[C:14]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:16]([F:22])[CH:15]=1

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 12052TriethylsilaneHCID 117599757HCID 117599757, compound

Product 1

HCID 117599720HCID 117599720, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a well stirred suspension of 5-Bromo-3-(3-fluoro-5-methoxy-phenyl)-3-hydroxy-2-methyl-2,3-dihydro-isoindol-1-one (106 mg; 0.29 mmol) in ethylene dichloride (1 ml) at 0° C. is added Triethylsilane (84 mg; 0.72 mmol) and Boron Trifluorid etherate (54 μl; 0.43 mmol). It is let to come to ambient temperature and stirred for 1 hour. The reaction mixture is then purified by using reversed phase chromatography under basic conditions.

Workup

  1. customto come to ambient temperature
  2. stirringstirred for 1 hour
  3. customThe reaction mixture is then purified

Sources & evidence

ORD record
ord-eca69ecb41ff4752bc83912458bc82c7
Source dataset
uspto-grants-2015_08
Patent number
US09102684B2

Reaction notes

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