Hydrochloric Acid → (2S,4R)-4-Hydroxypyrrolidine-2-carboxamide Hydrochloride

HRID 622452Notes

Reaction equation

HRID 622452 reaction equation
C(OC([N:8]1[CH2:12][CH:11]([OH:13])[CH2:10][CH:9]1[C:14](=[O:16])[NH2:15])=O)(C)(C)C.[ClH:17]>C(OCC)(=O)C>[ClH:17].[C:14]([C@@H:9]1[CH2:10][C@@H:11]([OH:13])[CH2:12][NH:8]1)(=[O:16])[NH2:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14796647Tert-butyl 2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate

Product 1

HCID 67937893(2S,4R)-4-Hydroxypyrrolidine-2-carboxamide Hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

4.50 g of the product obtained in step (1) above were suspended in 45 ml of ethyl acetate and then 14.9 ml of 4.84M hydrogen chloride in ethyl acetate were added under ice-cooling. The mixture was stirred at 25°-30° C. for 30 minutes, after which the reaction mixture was worked up in the same manner as in Preparation 4(2) to give 3.21 g of the title compound.

Workup

  1. temperaturecooling
  2. customafter which the reaction mixture was worked up in the same manner as in Preparation 4(2)

Sources & evidence

ORD record
ord-84313f95726748618abb5dd255a73618
Source dataset
uspto-grants-1988_09
Patent number
US04771046

Reaction notes

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