1,2-Epoxy-1,2,3,4-tetrahydronaphthalene → HCID 86608432, compound

HRID 2375255Notes

Reaction equation

HRID 2375255 reaction equation
[O:1]1[CH:3]2[CH2:4][CH2:5][C:6]3[C:11]([CH:2]12)=[CH:10][CH:9]=[CH:8][CH:7]=3.[C:12]([O:16][C:17]([N:19]1[CH2:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>C(#N)C>[OH:1][C@@H:3]1[CH2:4][CH2:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C@H:2]1[N:22]1[CH2:23][CH2:24][CH2:25][N:19]([C:17]([O:16][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:18])[CH2:20][CH2:21]1

Participants

4

Reactant 2

HCID 921821,2-Epoxy-1,2,3,4-tetrahydronaphthaleneHCID 2756058Tert-butyl 1,4-diazepane-1-carboxylate

Product 1

HCID 86608432HCID 86608432, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

At ambient temperature, 3.0 g (20.5 mmol) of the compound obtained in Step B of Example 15 and 4.1 g (20.5 mmol) of N-tert-butyloxycarbonyl-homopiperazine in 41 ml of acetonitrile are mixed together and then heated at reflux for 48 hours. After evaporation and flash chromatography on 300 g of silica (eluant: dichloromethane/ethanol 98/2), the expected compound is collected.

Workup

  1. temperatureheated
  2. temperatureat reflux for 48 hours
  3. customAfter evaporation and flash chromatography on 300 g of silica (eluant: dichloromethane/ethanol 98/2)
  4. customthe expected compound is collected

Sources & evidence

ORD record
ord-a283e248d9ff4fe7b00b55d624ddc0d1
Source dataset
uspto-grants-2008_12
Patent number
US07465733B2

Reaction notes

Loading…