Methanol → HCID 13285862, compound

HRID 543714Notes

Reaction equation

HRID 543714 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14](=[O:21])[NH:13][C:12]3[CH:22]=[CH:23][CH:24]=[CH:25][C:11]2=3)=[O:9])[CH:5]=[C:4]([CH3:26])[N:3]=1.[BH4-].[Na+].[CH3:29]O>>[CH3:29][N:3]1[CH:2]([CH3:1])[CH2:7][C:6]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14](=[O:21])[NH:13][C:12]3[CH:22]=[CH:23][CH:24]=[CH:25][C:11]2=3)=[O:9])=[CH:5][CH:4]1[CH3:26]

Participants

4

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 13285861HCID 13285861, compound

Product 1

HCID 13285862HCID 13285862, compoundYield 25%

Procedure

Prepared analogously to Example 7(c) from 5,10-dihydro-5-[(2,6-dimethyl-4-pyridinyl)carbonyl]-11H-dibenzo[b,e][1,4]diazepin-11-one methoiodide and sodium borohydride in methanol in a yield of 25% of theory. After purification by column chromatography on silica gel using dichloromethane/methanol (ratio by volume 9:1) as a eluent and recrystallizing from diisopropylether/methanol, the light beige crystals melted at 124°-125° C.

Workup

  1. customAfter purification by column chromatography on silica gel
  2. customrecrystallizing from diisopropylether/methanol

Sources & evidence

ORD record
ord-bc2116a458d048329d55b7191b9f1504
Source dataset
uspto-grants-1984_05
Patent number
US04447434

Reaction notes

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