Lithium borohydride → HCID 18918806, compound

HRID 1291427Notes

Reaction equation

HRID 1291427 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]([C:14]2[CH:34]=[CH:33][C:17]([CH2:18][S:19][C:20]3[N:29]([CH3:30])[C:28](=[O:31])[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][C:26]=4[CH3:32])[N:21]=3)=[CH:16][CH:15]=2)=[O:13])[CH2:8][CH2:7]1)=O)C.[Li+].[BH4-]>C1COCC1>[OH:3][CH2:4][CH:6]1[CH2:7][CH2:8][N:9]([C:12]([C:14]2[CH:15]=[CH:16][C:17]([CH2:18][S:19][C:20]3[N:29]([CH3:30])[C:28](=[O:31])[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][C:26]=4[CH3:32])[N:21]=3)=[CH:33][CH:34]=2)=[O:13])[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 4148881Lithium borohydrideHCID 18919220HCID 18919220, compound

Product 1

HCID 18918806HCID 18918806, compoundYield 57.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In THF (25 ml) was dissolved 2-[4-(4-ethoxycarbonylpiperidylcarbonyl)benzylthio]-3,5-dimethyl-4(3H)-quinazolinone (3.593 g) followed by addition of LiBH4 (254 mg), and the mixture was stirred for 30 minutes. This reaction mixture was washed with 1N-HCl and saturated aqueous NaCl solution in that order, dried, and concentrated. The residue was rinsed with ethyl acetate to provide the title compound as colorless-solid (1.871 g).

Workup

  1. washThis reaction mixture was washed with 1N-HCl and saturated aqueous NaCl solution in that order
  2. customdried
  3. concentrationconcentrated
  4. washThe residue was rinsed with ethyl acetate

Sources & evidence

ORD record
ord-77f7f621390c4aaaa067686eee217386
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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