Water → HCID 60112857, compound

HRID 445151Notes

Reaction equation

HRID 445151 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18]C)=[CH:15][CH:16]=2)[C:11]([C:20]2[CH:25]=[CH:24][C:23]([CH:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=2)=[N:10][C:9]1=[O:29])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B(Br)(Br)Br.O>C1COCC1>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[C:11]([C:20]2[CH:21]=[CH:22][C:23]([CH:26]([CH3:27])[CH3:28])=[CH:24][CH:25]=2)=[N:10][C:9]1=[O:29])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 10156865HCID 10156865, compound

Product 1

HCID 60112857HCID 60112857, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 470 mg (1.22 mmol) of 1-benzyl-4-(4-isopropyl-phenyl)-6-methoxy-1H-quinazolin-2-one in 5 ml anhydrous THF is treated at 0° C. dropwise with 2.44 ml 1.0 M (2.44 mmol; 2 eq.) boron tribromide solution (in methylene chloride). After complete addition, the mixture is allowed to come to rt and stirred for 4 h. The yellow-red solution is poured into water and extracted with CH2Cl2. Concentration in vacuo afforded a yellow solid. yield: 360 mg (80%). m.p.>270° C.

Workup

  1. additionAfter complete addition
  2. customto come to rt
  3. extractionextracted with CH2Cl2
  4. concentrationConcentration in vacuo
  5. customafforded a yellow solid

Sources & evidence

ORD record
ord-1ef7ca9937884f3da4586e4b09acaaae
Source dataset
uspto-grants-2013_07
Patent number
US08476286B2

Reaction notes

Loading…