Hydrochloric Acid → 1-Methanesulfonylpyrrolidin-3-amine hydrochloride

HRID 2191567Notes

Reaction equation

HRID 2191567 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:12][CH2:11][N:10]([S:13]([CH3:16])(=[O:15])=[O:14])[CH2:9]1)(C)(C)C.CO.[ClH:20]>>[ClH:20].[CH3:16][S:13]([N:10]1[CH2:11][CH2:12][CH:8]([NH2:7])[CH2:9]1)(=[O:15])=[O:14]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 587241113-(Boc-amino)-1-methanesulfonylpyrrolidine

Product 1

HCID 545939991-Methanesulfonylpyrrolidin-3-amine hydrochloride

Conditions

Temperature
50 °C

Procedure

In a 10 mL round-bottomed flask, (1-methanesulfonyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester (0.18 g, 0.68 mmol) was dissolved in 1.0 M hydrogen chloride solution in MeOH (3.2 mL, 3.2 mmol). The reaction mixture was stirred at 50° C. for 3 h then cooled to room temperature and concentrated to afford 137 mg of 1-methanesulfonyl-pyrrolidin-3-ylamine hydrochloride as a light yellow solid which was used without further purification.

Workup

  1. temperaturethen cooled to room temperature
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1f654cd95fec435aae7f2234d68b5510
Source dataset
uspto-grants-2012_12
Patent number
US08329699B2

Reaction notes

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