Phenyl chloroformate → Phenyl N-(5,6-dimethyl-2-methoxypyridin-3-yl)carbamate

HRID 377818Notes

Reaction equation

HRID 377818 reaction equation
[NH2:1][C:2]1[C:3]([O:10][CH3:11])=[N:4][C:5]([CH3:9])=[C:6]([CH3:8])[CH:7]=1.[C:12]1([O:18][C:19](Cl)=[O:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClCCl>[CH3:8][C:6]1[CH:7]=[C:2]([NH:1][C:19](=[O:20])[O:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:3]([O:10][CH3:11])=[N:4][C:5]=1[CH3:9]

Participants

4

Reactant 2

HCID 15891Phenyl chloroformateHCID 109972273-Amino-5,6-dimethyl-2-methoxypyridine

Product 1

HCID 11086894Phenyl N-(5,6-dimethyl-2-methoxypyridin-3-yl)carbamateYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Amino-5,6-dimethyl-2-methoxypyridine(1.52 g, 0.01 mol) and phenylchloroformate(1.56 g, 0.01 mol) were dissolved in dichloromethane and was stirred at room temperature for 2 hours. The mixture was concentrated under the reduced pressure to remove the solvent. The concentrate was purified by column chromatography(ethylacetate:hexane=1:6) to obtain the titled compound.

Workup

  1. concentrationThe mixture was concentrated under the reduced pressure
  2. customto remove the solvent
  3. customThe concentrate was purified by column chromatography(ethylacetate:hexane=1:6)

Sources & evidence

ORD record
ord-075eb565a8ad4aaa8d4fc31c4dd3574d
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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