Water → HCID 117600799, compound

HRID 1497705Notes

Reaction equation

HRID 1497705 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[N:6]([CH3:13])[CH:5]2[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[H-].[Na+].[CH3:22]I.O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:22])[C:7](=[O:12])[N:6]([CH3:13])[CH:5]2[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 117600615HCID 117600615, compound

Product 1

HCID 117600799HCID 117600799, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 6-Bromo-3-methyl-4-phenyl-3,4-dihydro-1H-quinazolin-2-one (0.2 g, 0.6 mmol) in DMF (10 mL) is cooled to 0° C., then NaH (16.7 mg, 0.7 mmol) is added. After the addition the mixture is stirred at 0° C. for 0.5 h. Then CH3I (107 mg, 0.76 mmol) is added and the mixture is stirred at r.t. for 2 h. Then H2O is added and is extracted with EtOAc, dried over Na2SO4 and concentrated to give product. This is used in the next step without further purification.

Workup

  1. additionAfter the addition the mixture
  2. stirringthe mixture is stirred at r.t. for 2 h
  3. extractionis extracted with EtOAc
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated
  6. customto give product
  7. customThis is used in the next step without further purification

Sources & evidence

ORD record
ord-aa5befa67ddc4706ab7bf943bba64348
Source dataset
uspto-grants-2015_12
Patent number
US09199988B2

Reaction notes

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