Pyridine → HCID 21201841, compound

HRID 1979298Notes

Reaction equation

HRID 1979298 reaction equation
[C:1]12([C:11](Cl)=[O:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.N1C=CC=CC=1.[O:20]=[C:21]1[NH:27][C:26]2[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=2[NH:24][CH2:23][CH:22]1[NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34]>ClCCCl>[O:20]=[C:21]1[NH:27][C:26]2[CH:28]=[CH:29][CH:30]=[CH:31][C:25]=2[N:24]([C:11]([C:1]23[CH2:10][CH:5]4[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]4)[CH2:2]2)[CH2:8]3)=[O:12])[CH2:23][CH:22]1[NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34]

Participants

5

Reactant 3

HCID 1049PyridineHCID 989151-Adamantanecarbonyl chlorideHCID 15490831HCID 15490831, compound

Product 1

HCID 21201841HCID 21201841, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

1-Adamantylcarbonyl chloride (795 mg) and pyridine (0.33 ml) were added to 2-oxo-3-tert-butoxycarbonylamino-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (1 g) in anhydrous 1,2-dichloroethane (20 ml). The mixture was refluxed with heat for one hour. After the reaction mixture was allowed to cool, crystals so precipitated were collected by filtration, to thereby obtain 1.58 g of the titled compound as a white solid (yield: 99.8%).

Workup

  1. temperatureThe mixture was refluxed
  2. temperaturewith heat for one hour
  3. temperatureto cool
  4. customcrystals so precipitated
  5. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-0b87c24508eb47c493a241e42ff83cca
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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