Sodium Carbonate → HCID 53954392, compound

HRID 477192Notes

Reaction equation

HRID 477192 reaction equation
[CH2:1]([N:8]=[C:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]3)=[O:16])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CO>[CH2:1]([NH:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]3)=[O:16])[CH2:13][CH2:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 4311764Sodium borohydrideHCID 19086853HCID 19086853, compound

Product 1

HCID 53954392HCID 53954392, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Thus obtained 6-(4-benzylimino-1-piperidyl)carbonyl-3,4-dihydrocarbostyril was dissolved in 30 ml of methanol, then 1 g of sodium borohydride was added thereto gradually, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into ice-diluted hydrochloric acid mixture, then the whole mixture was made alkaline by adding sodium carbonate, then extracted with chloroform, the extract was dried with anhydrous sodium carbonate, then the solvent was removed by evaporation. The residue thus obtained was purified by means of a thin-layer chromatography (developing agent: chloroform:methanol=10:1) to yield 0.2 g of 6-(4-benzylamino-1-piperidyl)carbonyl-3,4-dihydrocarbostyril.1/2-hydrate.

Workup

  1. additionThe reaction mixture was poured into ice-diluted hydrochloric acid mixture
  2. extractionextracted with chloroform
  3. dry with materialthe extract was dried with anhydrous sodium carbonate
  4. customthe solvent was removed by evaporation
  5. customThe residue thus obtained
  6. customwas purified by means of a thin-layer chromatography (developing agent: chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-6513cac7821944a5896f6548a4b9ded0
Source dataset
uspto-grants-1989_12
Patent number
US04886809

Reaction notes

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