Bromomethylcyclopropane → 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine

HRID 133264Notes

Reaction equation

HRID 133264 reaction equation
O=[C:2]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[NH:5][C:4](=O)[CH2:3]1.BrCC1CC1>>[NH:5]1[C:6]2[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=2[NH:8][CH2:2][CH2:3][CH2:4]1

Participants

3

Reactant 2

HCID 81503BromomethylcyclopropaneHCID 2835341H-1,5-Benzodiazepine-2,4(3H,5H)-dione

Product 1

HCID 5771922,3,4,5-tetrahydro-1H-1,5-benzodiazepine

Procedure

2,4-Dioxo-1,5-bis-cyclopropylmethyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine was prepared following General Procedure 8-M using the product from Example 8-P, Step A, and (bromomethyl)cyclopropane (Lancaster). Purification was by flash chromatography eluting with EtOAc/hexanes (3:7 gradient to straight EtOAc), then recrystallization from EtOAc/hexanes.

Workup

  1. customPurification
  2. washeluting with EtOAc/hexanes (3:7 gradient to straight EtOAc)
  3. customrecrystallization from EtOAc/hexanes

Sources & evidence

ORD record
ord-03a25caae3a44a6f8640ed336cd0ef0e
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Reaction notes

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