HCID 22006220, compound → HCID 22006222, compound

HRID 323581Notes

Reaction equation

HRID 323581 reaction equation
[N:1]([C:4]1[N:5]=[C:6]([CH:17]2[CH2:19][CH2:18]2)[C:7]2[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=2[N:9]([CH2:11][CH3:12])[CH:10]=1)=[N+]=[N-].[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[N:5]=[C:6]([CH:17]2[CH2:19][CH2:18]2)[C:7]2[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=2[N:9]([CH2:11][CH3:12])[CH:10]=1

Participants

5

Reactant 2

HCID 22006220HCID 22006220, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 22006222HCID 22006222, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a stirred solution of 3-azido-5-cyclopropyl-1-ethyl-1H-benzo[e][1,4]diazepine (5.8 g, 21.5 mmol) in ethanol (500 mL) under argon was added 10% palladium on charcoal (1.0 gm). The argon was displaced with hydrogen and the mixture was vigorously stirred for 45 min (1 atm hydrogen). The reaction was filtered and the filtrate concentrated in vacuo to an oil (5.3 gm, 100%) which solidified upon standing. MP 93-95° C.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate concentrated in vacuo to an oil (5.3 gm, 100%) which

Sources & evidence

ORD record
ord-2e636a8907064ca89b742e6f9b864a07
Source dataset
uspto-grants-2001_04
Patent number
US06214823B1

Reaction notes

Loading…