Isopropylamine → Tert-butyl 2-(isopropylamino)ethyl(prop-2-ynyl)carbamate

HRID 1971675Notes

Reaction equation

HRID 1971675 reaction equation
CS(O[CH2:6][CH2:7][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:9][C:10]#[CH:11])(=O)=O.[CH:19]([NH2:22])([CH3:21])[CH3:20]>>[CH:19]([NH:22][CH2:6][CH2:7][N:8]([CH2:9][C:10]#[CH:11])[C:12](=[O:13])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 581248922-(Tert-butoxycarbonyl(prop-2-ynyl)amino)ethyl methanesulfonate

Product 1

HCID 58124856Tert-butyl 2-(isopropylamino)ethyl(prop-2-ynyl)carbamate

Procedure

A solution of 900 mg of 10e in 15 ml of isopropyl amine was stirred for 3 days at RT. The reaction mixture was concentrated. The residue was treated with 10 ml of sat. NaHCO3 and extracted with ethyl acetate. After drying and concentration of the organic material 750 mg of essentially pure 10f was obtained as an oil.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionThe residue was treated with 10 ml of sat. NaHCO3
  3. extractionextracted with ethyl acetate
  4. customAfter drying

Sources & evidence

ORD record
ord-d5805bf584344fd1ab24103e16635913
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

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