Sodium borohydride → HCID 19605778, compound

HRID 1603531Notes

Reaction equation

HRID 1603531 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[CH2:11][CH2:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[CH:18][NH:17][C:16]2=[O:23].[BH4-].[Na+]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[CH2:11][CH2:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[NH:19][CH2:18][NH:17][C:16]2=[O:23]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 135752750HCID 135752750, compound

Product 1

HCID 19605778HCID 19605778, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

130 g of 6-[2-(2,5-dimethoxyphenyl)ethyl]-3H-quinazolin-4-one are dissolved in 3 ml of acetic acid and treated with 58 mg of sodium borohydride. After stirring for 5 hours at room temperature, the mixture is poured onto 2 M aqueous pH7 buffer solution and extracted with ethyl acetate. The combined organic layers are dried over magnesium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel to give the title compound as colourless crystals. mp.: 138-140°.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organic layers are dried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-7d1a4e63292e46cab56a871265129278
Source dataset
uspto-grants-1999_11
Patent number
US05990116

Reaction notes

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