Cyclohexyl isocyanate → HCID 21201915, compound

HRID 1979308Notes

Reaction equation

HRID 1979308 reaction equation
[CH:1]1([N:7]=[C:8]=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O:10]=[C:11]1[NH:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[NH:14][CH2:13][CH:12]1[NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]>O1CCCC1>[O:10]=[C:11]1[NH:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[N:14]([C:8](=[O:9])[NH:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:13][CH:12]1[NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]

Participants

4

Reactant 2

HCID 18502Cyclohexyl isocyanateHCID 15490831HCID 15490831, compound

Product 1

HCID 21201915HCID 21201915, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Cyclohexyl isocyanate (363 mg) was added to a solution of 2-oxo-3-tert-butoxycarbonylamino-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (800 mg) in tetrahydrofuran (50 ml), the mixture was refluxed for 2 days. The reaction mixture was concentrated under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1), to thereby obtain 790 mg of the title compound (Yield: 68%).

Workup

  1. temperaturethe mixture was refluxed for 2 days
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-406602b1f759463c9a99ffeff8a3743b
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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