Methyl iodide → HCID 86686488, compound

HRID 239110Notes

Reaction equation

HRID 239110 reaction equation
[H-].[Na+].[CH2:3]([N:10]1[CH2:15][CH2:14][CH:13]([N:16]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[NH:18][C:17]2=[O:26])[CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:27]I>O>[CH2:3]([N:10]1[CH2:15][CH2:14][CH:13]([N:16]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH3:27])[C:17]2=[O:26])[CH2:12][CH2:11]1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 130510211-benzyl-4-(1,2,3,4-tetrahydro-2-oxo-3-quinazolinyl)piperidine

Product 1

HCID 86686488HCID 86686488, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g sodium hydride (60% oil dispersion) was added to 7 g 3-(1-benzyl-piperidin-4-yl)-3,4-dihydro-1H-quinazolin-2-one at 0° C. under nitrogen. The reaction was stirred at RT for 1 h and 1.5 mL methyliodide was added. The reaction was stirred 1 h at RT and poured into 600 mL water. The water layer was extracted with ethyl acetate. The organic layer was dried and evaporated to give 7.3 g of the desired product.

Workup

  1. stirringThe reaction was stirred 1 h at RT
  2. extractionThe water layer was extracted with ethyl acetate
  3. customThe organic layer was dried
  4. customevaporated

Sources & evidence

ORD record
ord-ca3a49120f18439d8aaa2f4d26a369a7
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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