HCID 10848153, compound → HCID 22405139, compound

HRID 441232Notes

Reaction equation

HRID 441232 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][CH2:10][CH2:9][C:8]1=O)=[O:5])[CH3:2]>O1CCCC1>[CH2:1]([O:3][C:4]([CH2:6][N:7]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[NH:11][CH2:10][CH2:9][CH2:8]1)=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 10848153HCID 10848153, compound

Product 1

HCID 22405139HCID 22405139, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-ethoxycarbonylmethyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one (173 mg) in tetrahydrofuran (5 ml) was added diborane dimethylsulfide complex (10 mol solution, 0.5 ml) and the mixture was stirred at ambient temperature for 8 hours. The solution was washed with water and brine, dried over magnesium sulfate. The solvent was evaporated in vacuo and a residue was purified by silica gel column to give 1-ethoxycarbonylmethyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine (125 mg) as a pale brown oil.

Workup

  1. washThe solution was washed with water and brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was evaporated in vacuo
  4. customa residue was purified by silica gel column

Sources & evidence

ORD record
ord-9eae92eb37464515b70f051ec8e715b5
Source dataset
uspto-grants-1996_05
Patent number
US05521170

Reaction notes

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