Methanesulfonyl chloride → HCID 59555410, compound

HRID 1668521Notes

Reaction equation

HRID 1668521 reaction equation
O[CH2:2][C:3]1[N:8]=[C:7]([C:9]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[O:10])[CH:6]=[CH:5][CH:4]=1.C(N(C(C)C)CC)(C)C.CS([Cl:30])(=O)=O>C(Cl)Cl>[Cl:30][CH2:2][C:3]1[N:8]=[C:7]([C:9]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[O:10])[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 59555412HCID 59555412, compound

Product 1

HCID 59555410HCID 59555410, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 530 mg of (6-hydroxymethylpyridin-2-yl)morpholin-4-ylmethanone and 614 mg of diisopropylethyl-amine in 10 mL of methylene chloride at ice temperature, 0.28 mL of methanesulfonyl chloride was added dropwise, and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by chromatography on silica gel (methylene chloride-ethanol=50:1) to give 570 mg of (6-chloromethylpyridin-2-yl)morpholin-4-ylmethanone as a yellow oil.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by chromatography on silica gel (methylene chloride-ethanol=50:1)

Sources & evidence

ORD record
ord-352348f0bc0f432282402e2aef6ab27e
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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