Pyridine → HCID 21201812, compound

HRID 1979294Notes

Reaction equation

HRID 1979294 reaction equation
[O:1]=[C:2]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[NH:5][CH2:4][CH:3]1[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15].N1C=CC=CC=1.[C:27](Cl)(=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29]>ClCCCl>[O:1]=[C:2]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[N:5]([C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[CH2:4][CH:3]1[NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]

Participants

5

Reactant 3

HCID 1049PyridineHCID 62493Pivaloyl chlorideHCID 15490831HCID 15490831, compound

Product 1

HCID 21201812HCID 21201812, compoundYield 71.2%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

2-Oxo-3-tert-butoxycarbonylamino-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (700 mg) obtained from Reference Example 1 was suspended in 1,2-dichloroethane (20 ml). Pyridine (237 mg) and pivaloyl chloride (362 mg) were added thereto, and the mixture was refluxed for two hours. After the reaction mixture was allowed to cool, crystals that precipitated were collected by filtration, to thereby obtain 650 mg of the title compound (yield: 71%).

Workup

  1. temperaturethe mixture was refluxed for two hours
  2. temperatureto cool
  3. customcrystals that precipitated
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-7c211c1611bb4c4b882f1b8abed6b73c
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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