Methanesulfonyl chloride → HCID 86702165, compound

HRID 1776246Notes

Reaction equation

HRID 1776246 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH2:9])[CH2:4]1.[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([NH:9][S:11]([CH3:10])(=[O:13])=[O:12])[CH2:4]1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 4099083-Methoxy-cyclohexylamine

Product 1

HCID 86702165HCID 86702165, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of 3-methoxycyclohexanamine (0.200 g, 1.5 mmol) in pyridine (1 mL) was added methanesulfonyl chloride (0.144 mL, 1.9 mmol). The reaction mixture was stirred at room temperature for 16 hrs and then concentrated. The mixture was diluted with ethyl acetate and washed with 1 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 oil (0.140 g, 44%). The material was used without further purification.

Workup

  1. concentrationconcentrated
  2. additionThe mixture was diluted with ethyl acetate
  3. washwashed with 1 N aqueous hydrochloric acid, saturated aqueous sodium bicarbonate, saturated aqueous sodium chloride
  4. dry with materialdried (anhydrous sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-bcf2eab0cab446dca1017bad20bc964e
Source dataset
uspto-grants-2016_02
Patent number
US09265772B2

Reaction notes

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