HCID 178435591, compound → 2-butyl-6-ethyl-1H-quinazolin-4-one

HRID 486026Notes

Reaction equation

HRID 486026 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([C:16]#[CH:17])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]>N1C=CC=CC=1>[CH2:1]([C:5]1[NH:6][C:7]2[C:12]([C:13](=[O:15])[N:14]=1)=[CH:11][C:10]([CH2:16][CH3:17])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 178435591HCID 178435591, compound

Product 1

HCID 1784418402-butyl-6-ethyl-1H-quinazolin-4-oneYield 63.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a suspension of 0.278 g of 2-butyl-6-ethynyl-4(1H)quinazolinone in 8 ml of pyridine is added 0.080 g of 5% palladium-on-barium sulfate. The reaction is stirred under a hydrogen atmosphere for 48 hours, filtered, concentrated in vacuo and the residue purified by flash chromatography on silica gel eluting with ethyl acetate-hexanes to give 0.179 g of the desired product. CI MASS SPEC 231(MH+).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customthe residue purified by flash chromatography on silica gel eluting with ethyl acetate-hexanes

Sources & evidence

ORD record
ord-71898292ecd44a5f99e8a222ce6aab91
Source dataset
uspto-grants-1994_03
Patent number
US05290780

Reaction notes

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