Methanesulfonyl chloride → HCID 58105213, compound

HRID 1172245Notes

Reaction equation

HRID 1172245 reaction equation
O[CH2:2][C:3]1[N:8]=[C:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.CS([Cl:29])(=O)=O>C(Cl)Cl>[Cl:29][CH2:2][C:3]1[N:8]=[C:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 58105221HCID 58105221, compound

Product 1

HCID 58105213HCID 58105213, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

t-Butyl 6-hydroxymethylpyridine-2-carboxylate (1.34 g) and diisopropylethylamine (1.24 g) were dissolved in 30 mL of methylene chloride, 0.54 mL of methanesulfonyl chloride was added dropwise thereto at ice temperature, and the mixture was stirred at room temperature overnight. The solvent was removed from the reaction mixture, and then the residue was purified by chromatography on silica gel (hexane-ethyl acetate=5:1) to give t-butyl 6-chloromethylpyridine-2-carboxylate as a yellow powder.

Workup

  1. customThe solvent was removed from the reaction mixture
  2. customthe residue was purified by chromatography on silica gel (hexane-ethyl acetate=5:1)

Sources & evidence

ORD record
ord-1a81f875c34d47d69d289cc9cfbc8ec9
Source dataset
uspto-grants-2010_11
Patent number
US07834002B2

Reaction notes

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