Methanesulfonyl chloride → HCID 58748920, compound

HRID 1776242Notes

Reaction equation

HRID 1776242 reaction equation
Cl.[CH3:2][CH:3]1[CH2:6][CH:5]([NH2:7])[CH2:4]1.[CH3:8][S:9](Cl)(=[O:11])=[O:10]>N1C=CC=CC=1.C(OCC)(=O)C>[CH3:2][CH:3]1[CH2:6][CH:5]([NH:7][S:9]([CH3:8])(=[O:11])=[O:10])[CH2:4]1

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 53308463cis-3-Methylcyclobutanamine hydrochloride

Product 1

HCID 58748920HCID 58748920, compoundYield 95.7%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of 3-methylcyclobutanamine hydrochloride (0.100 g, 0.8 mmol) in pyridine (1 mL) was added methanesulfonyl chloride (0.095 mL, 1.2 mmol). The reaction mixture was stirred at room temperature for 16 hrs. The mixture was diluted with ethyl acetate and washed with 2 N aqueous hydrochloric acid, saturated aqueous sodium bicarbonate, saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), filtered, and concentrated to afford the product as a brown solid (0.125 g, 93%). The material was used without further purification.

Workup

  1. washwashed with 2 N aqueous hydrochloric acid, saturated aqueous sodium bicarbonate, saturated aqueous sodium chloride
  2. dry with materialdried (anhydrous sodium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-dd9f70756df14c8bb92248a1ace2b47e
Source dataset
uspto-grants-2016_02
Patent number
US09265772B2

Reaction notes

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