Sodium borohydride → HCID 19357063, compound

HRID 377863Notes

Reaction equation

HRID 377863 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([NH:13][C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[C:24]([O:30][CH3:31])[CH:23]=3)[CH2:18][CH2:17]2)=[O:15])[C:7]([O:11][CH3:12])=[N:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C>[OH:3][CH:1]([C:4]1[CH:5]=[C:6]([NH:13][C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:23]=[C:24]([O:30][CH3:31])[CH:25]=[C:26]([O:28][CH3:29])[CH:27]=3)[CH2:18][CH2:17]2)=[O:15])[C:7]([O:11][CH3:12])=[N:8][C:9]=1[CH3:10])[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 19356998HCID 19356998, compound

Product 1

HCID 19357063HCID 19357063, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-[(5-Acetyl-2-methoxy-6-methylpyridin-3-yl)aminocarbonyl]-4-(3,5-dimethoxyphenyl)piperazine(100 mg, 0.23 mmol) was dissolved in anhydrous ethanol(15 ml) and NaBH4 (8.66 mg) was added. The reaction solution was stirred at room temperature for 2 hours. The mixture was concentrated under the reduced pressure to remove ethanol and purified by column chromatography (ethylacetate:hexane=2:1) to obtain the titled compound.

Workup

  1. concentrationThe mixture was concentrated under the reduced pressure
  2. customto remove ethanol
  3. custompurified by column chromatography (ethylacetate:hexane=2:1)

Sources & evidence

ORD record
ord-3438c8e363f64c39a3efa435ed772034
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

Loading…