Propylamine → HCID 66960418, compound

HRID 2364604Notes

Reaction equation

HRID 2364604 reaction equation
CS(O[CH2:6][CH:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])(=O)=O.[CH2:19]([NH2:22])[CH2:20][CH3:21]>C1(C)C=CC=CC=1>[CH2:19]([NH:22][CH2:6][CH:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 18007568Tert-butyl 2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

Product 1

HCID 66960418HCID 66960418, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of tert-butyl 2-((methylsulfonyloxy)methyl)pyrrolidine-1-carboxylate (5.0 g, 18 mmol) and propan-1-amine (20.0 g, 339 mmol) in toluene (50 mL) was heated at 100° C. overnight. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude tert-butyl 2-((propylamino)methyl)pyrrolidine-1-carboxylate that was used directly without further purification. LCMS ESI (+) m/z 243 (M+1) detected.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f727e57bc11944869c267f4000b943cc
Source dataset
uspto-grants-2014_04
Patent number
US08691809B2

Reaction notes

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