Sodium borohydride → HCID 86746970, compound

HRID 1587759Notes

Reaction equation

HRID 1587759 reaction equation
[C:1]([N:3]1[C@H:17]2[C@@H:7]([C:8]3[CH:9]=[CH:10][CH:11]=[C:12]4[C:18]=3[C:15]([CH2:16]2)=[C:14]([CH:19]=[O:20])[NH:13]4)[CH2:6][C@@H:5]([C:21]([O:23][CH3:24])=[O:22])[CH2:4]1)#[N:2].[BH4-].[Na+]>C(#N)C>[CH3:24][O:23][C:21]([C@@H:5]1[CH2:6][C@H:7]2[C@@H:17]([CH2:16][C:15]3[C:18]4[C:12](=[CH:11][CH:10]=[CH:9][C:8]2=4)[NH:13][C:14]=3[CH2:19][OH:20])[N:3]([C:1]#[N:2])[CH2:4]1)=[O:22]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86746969HCID 86746969, compound

Product 1

HCID 86746970HCID 86746970, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

161 mg of 6-cyano-8beta-methoxycarbonyl-2-ergoline-carbaldehyde (5 mmol) is dissolved in 10 ml of acetonitrile and reduced with 30 ml of sodium borohydride at room temperature in 1 hour. The solvent is largely evaporated, acidified with 2N hydrochloric acid and with addition of aqueous sodium bicarbonate solution the substance is obtained, yield 83%.

Workup

  1. customThe solvent is largely evaporated
  2. additionacidified with 2N hydrochloric acid and with addition of aqueous sodium bicarbonate solution the substance
  3. customis obtained

Sources & evidence

ORD record
ord-c03e1781133f4ce3897c2732ef56f5cb
Source dataset
uspto-grants-1993_06
Patent number
US05219862

Reaction notes

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