Hydrochloric Acid → (S)-N-cyclopropylpyrrolidine-2-carboxamide hydrochloride

HRID 1185434Notes

Reaction equation

HRID 1185434 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13](=[O:18])[NH:14][CH:15]1[CH2:17][CH2:16]1)=O)(C)(C)C.[ClH:19]>C1(C)C=CC=CC=1>[ClH:19].[CH:15]1([NH:14][C:13]([C@@H:9]2[CH2:10][CH2:11][CH2:12][NH:8]2)=[O:18])[CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68599173(S)-2-Cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 66855012(S)-N-cyclopropylpyrrolidine-2-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The crude (S)-2-Cyclopropylcarbamoyl-pyrrolidine-1-carboxylic acid tert-butyl ester from the preceding reaction step was dissolved in 20 ml of saturated ethanolic hydrochloric acid and stirred for 2 h. Then, the reaction mixture was diluted with 200 ml of toluene and the solvents were removed under reduced pressure. The residue was co-distilled additional 3 times with toluene and then, triturated with ether. The obtained crystalline white solid was filtered and dried. Yield: 8.2 g.

Workup

  1. customthe solvents were removed under reduced pressure
  2. customtriturated with ether
  3. filtrationThe obtained crystalline white solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-173cb75ccf924a18b61c43dad3b2f1b0
Source dataset
uspto-grants-2014_03
Patent number
US08669266B2

Reaction notes

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