Boron tribromide → HCID 86639326, compound

HRID 2079688Notes

Reaction equation

HRID 2079688 reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[C:5]([O:16]C)[CH:6]=[CH:7][C:8]=2[C:12]([F:15])([F:14])[F:13])[N:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:16])[CH:6]=[CH:7][C:8]=2[C:12]([F:14])([F:15])[F:13])[N:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 59199315HCID 59199315, compound

Product 1

HCID 86639326HCID 86639326, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-chloro-8-methoxy-5-(trifluoromethyl) quinazoline (1 eq) (See example 51 for synthesis) in DCM was added boron tribromide at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. The reaction mixture was concentrated and residue was treated with ice cold water. Precipitate was filtered, washed and dried in vacuo to provide product as a yellow solid in 78% yield. ES/MS m/z 249.0 (MH+).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionresidue was treated with ice cold water
  3. filtrationPrecipitate was filtered
  4. washwashed
  5. customdried in vacuo
  6. customto provide product as a yellow solid in 78% yield

Sources & evidence

ORD record
ord-c75cbe14a43642cc988d798d58ca4fda
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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