Methyl iodide → HCID 117600837, compound

HRID 1497736Notes

Reaction equation

HRID 1497736 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH3:24])([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[NH:10][C:9]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:28]I.[NH4+].[Cl-]>CN(C=O)C>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH3:24])([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:10]([CH3:28])[C:9]1=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 117600054HCID 117600054, compound

Product 1

HCID 117600837HCID 117600837, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 1-Benzyl-4-methyl-4-phenyl-3,4-dihydro-1H-quinazolin-2-one (1.0 g, 2.8 mmol) in DMF (800 mL) is cooled to 0° C., then NaH (0.134 g, 3.35 mmol) is added. After the addition the mixture is stirred at 0° C. for 0.5 h. Then CH3I (0.79 g, 5.6 mmol) is added and the mixture is stirred at r.t. overnight. Then the mixture is poured into NH4Cl (30 mL) 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. overnight
  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-1154910836174dfbaeb0f32e5a27a774
Source dataset
uspto-grants-2015_12
Patent number
US09199988B2

Reaction notes

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