Diazomethane → HCID 19700909, compound

HRID 861957Notes

Reaction equation

HRID 861957 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([C:7]1[C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=[CH:9][N:8]=1)=[O:6].[N+](=[CH2:21])=[N-]>CO.C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([C:7]1[C:12]([C:13]([O:15][CH3:21])=[O:14])=[CH:11][CH:10]=[CH:9][N:8]=1)=[O:6]

Participants

5

Reactant 2

HCID 9550DiazomethaneHCID 19700656HCID 19700656, compound

Product 1

HCID 19700909HCID 19700909, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

2-(3-Chlorobenzoyl)-3-carboxypyridine was dissolved in a solution of 10% methanol and methylene chloride. Diazomethane was added and the solution was stirred for 1 hour at room temperature. The solution was extracted with methylene chloride followed by methylene chloride +1% methanol The desired product was combined from recrystallization (ethyl ether/hexane) and from the filtrate to yield 1.23 g of 2-(3-chlorobenzoyl)-3-methoxycarbonyl-pyridine.

Workup

  1. extractionThe solution was extracted with methylene chloride
  2. customwas combined from recrystallization (ethyl ether/hexane) and from the filtrate

Sources & evidence

ORD record
ord-dc3e4eaca2ad4292a7be33aeb1595e83
Source dataset
uspto-grants-1998_02
Patent number
US05716954

Reaction notes

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