Sodium borohydride → HCID 19357163, compound

HRID 377911Notes

Reaction equation

HRID 377911 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([N:13]([CH3:32])[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]([N:13]([CH3:32])[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 19357135HCID 19357135, compound

Product 1

HCID 19357163HCID 19357163, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-[N-(5-Acetyl-2-methoxy-6-methylpyridin-3-yl)-N-methylaminocarbonyl]-4-(3,5-dimethoxyphenyl)piperazine(0.47 mmol) was dissolved in anhydrous ethanol(15 ml) and thereto sodium borohydride(17.3 mg) was added, then followed by stirring at room temperature for 2 hrs. The resulting 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 resulting 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-71e3c6defe0e4861b44781c9537b19b2
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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