Pyridine → HCID 22725169, compound

HRID 2085414Notes

Reaction equation

HRID 2085414 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)=[O:3].[CH3:14][O:15][C:16]1[NH:17][CH:18]([C:26]2[CH:31]=[C:30]([F:32])[C:29]([F:33])=[C:28]([F:34])[CH:27]=2)[C:19]([C:23](=[O:25])[CH3:24])=[C:20]([CH3:22])[N:21]=1.N1C=CC=CC=1>C(Cl)Cl>[C:23]([C:19]1[CH:18]([C:26]2[CH:27]=[C:28]([F:34])[C:29]([F:33])=[C:30]([F:32])[CH:31]=2)[N:17]([C:2]([O:4][C:5]2[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=2)=[O:3])[C:16]([O:15][CH3:14])=[N:21][C:20]=1[CH3:22])(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 1049PyridineHCID 821294-Nitrophenyl chloroformateHCID 178494173HCID 178494173, compound

Product 1

HCID 22725169HCID 22725169, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Nitrophenyl chloroformate (1.89 g, 9.38 mmol) was added to a solution of 1-[2-methoxy-4-methyl-6-(3,4,5-trifluorophenyl)-1,6-dihydro-5-pyrimidinyl]ethanone (2.80 g, 9.38 mmol) and pyridine (10 mL) in CH2Cl2 (200 mL) at 0-5° C., and the resulting mixture was allowed to warm to room temperature. After 12 h, the solvent was evaporated and the residue was purified by flash chromatography (dichloromethane/EtOAc, 1/9 to 3/20), to give the desired product as a white powder (4.00 g, 92%).

Workup

  1. customthe solvent was evaporated
  2. customthe residue was purified by flash chromatography (dichloromethane/EtOAc, 1/9 to 3/20)

Sources & evidence

ORD record
ord-826d05e508254305b3b698c608f6ff4e
Source dataset
uspto-grants-2004_04
Patent number
US06720324B2

Reaction notes

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