Hydrochloric Acid → HCID 19087859, compound

HRID 1464338Notes

Reaction equation

HRID 1464338 reaction equation
[CH2:1]([C:5]1[N:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[N:32]([CH2:33][O:34][CH3:35])[N:31]=[N:30][N:29]=3)=[CH:18][CH:17]=2)[C:13](=[O:36])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:37]C(=O)CCCC)[CH:11]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4].C1COCC1.[OH-].[Na+].Cl>CO>[CH2:1]([C:5]1[N:14]([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[N:32]([CH2:33][O:34][CH3:35])[N:31]=[N:30][N:29]=3)=[CH:20][CH:21]=2)[C:13](=[O:36])[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:37])[CH:11]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 19087828HCID 19087828, compound

Product 1

HCID 19087859HCID 19087859, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-n-Butyl-3-[[2'-(N-methoxymethyltetrazol-5-yl)biphenyl-4-yl]methyl]-6-valeryloxy-4(3H)-quinazolinone (4.03 g) in a mixture of methanol (20 ml), THF (10 ml) and 1N aqueous sodium hydroxide (20 ml) was stirred at room temperature for 1 hour. After addition of 1N hydrochloric acid (25 ml), the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water, dried and concentrated to dryness. The resulting crystalline product was recrystallized from ethyl acetate-hexane to give colorless crystals (3.13 g, 91%), mp. 157°-159° C.

Workup

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. customdried
  4. concentrationconcentrated to dryness
  5. customThe resulting crystalline product was recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-b6eb64e2d59c44d1a3560737b0749f1b
Source dataset
uspto-grants-1994_04
Patent number
US05304565

Reaction notes

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