Sodium Hydroxide → HCID 178467062, compound

HRID 37143Notes

Reaction equation

HRID 37143 reaction equation
[OH:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:16]=[CH:15][C:14]([S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)=[C:6]2[N:5]=[CH:4][C:3]=1[C:24](=[O:26])[CH3:25].[BH4-].[Na+].[OH-].[Na+]>C(O)C>[OH:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:12]=[CH:13][C:14]([S:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:15][CH:16]=3)=[C:6]2[N:5]=[CH:4][C:3]=1[CH:24]([OH:26])[CH3:25]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 178467061HCID 178467061, compound

Product 1

HCID 178467062HCID 178467062, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 108 mg of 7-hydroxy-6-acetyl-3-(4-phenylthiophenyl)pyrazolo[1,5-a]pyrimidine, 46 mg of sodium borohydride, 2.3 ml of aqueous solution of 2N sodium hydroxide and 5 ml of ethanol was heated and refluxed. One hour later, the reaction mixture was concentrated in vacuo, 4 ml of water was added to the residue, and the mixture was neutralized with 2N hydrochloric acid. The precipitate was filtered, washed in water, dried, and the title compound was obtained (87 mg).

Workup

  1. temperaturewas heated
  2. temperaturerefluxed
  3. concentrationOne hour later, the reaction mixture was concentrated in vacuo, 4 ml of water
  4. additionwas added to the residue
  5. filtrationThe precipitate was filtered
  6. washwashed in water
  7. customdried

Sources & evidence

ORD record
ord-298d182ceb48472f827795cbe3ff9e25
Source dataset
uspto-grants-1995_05
Patent number
US05420128

Reaction notes

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