Methanesulfonyl chloride → HCID 58105213, compound

HRID 1668523Notes

Reaction equation

HRID 1668523 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-dff8b798259e4429b6b0aae7c3edd8d2
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

Loading…