Sodium hydride → HCID 10911039, compound

HRID 2294639Notes

Reaction equation

HRID 2294639 reaction equation
N1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2C=CC=N1.[H-].[Na+].[Br:14][CH2:15][C:16]([CH2:18]Br)=[O:17]>>[CH:6]1([CH2:18][C:16]([CH2:15][Br:14])=[O:17])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 699521,3-Dibromo-2-propanoneHCID 134664Benzodiazepine

Product 1

HCID 10911039HCID 10911039, compoundYield 231.9%

Procedure

This was prepared following the method of Example 1B, using the Bock benzodiazepine (250 mg, 0.62 mmol), sodium hydride (26 mg of an 80% dispersion in oil, 0.87 mmol) and the bromomethylketone of Example 32A (219 mg, 1 mmol). The crude product was purified by flash chromatography on silica gel eluant (EtOAc:hexane fr 35:65 v/v) to afford the title compound as a colourless crystalline solid (315 mg, 97%).

Workup

  1. customThis was prepared
  2. customThe crude product was purified by flash chromatography on silica gel eluant (EtOAc:hexane fr 35:65 v/v)

Sources & evidence

ORD record
ord-a9dc474ffd7d4397a7f6532dad903022
Source dataset
uspto-grants-1997_11
Patent number
US05688943

Reaction notes

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