Hydrochloric Acid → HCID 89726650, compound

HRID 926380Notes

Reaction equation

HRID 926380 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][C:14]([OH:16])=[O:15])=O)(C)(C)C.O1CCO[CH2:19][CH2:18]1.[ClH:23]>>[ClH:23].[CH2:18]([O:16][C:14](=[O:15])[CH2:13][C@H:9]1[CH2:10][CH2:11][CH2:12][NH:8]1)[CH3:19]

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 312751,4-Dioxane2×HCID 688606boc-d-beta-homoproline

Product 1

HCID 89726650HCID 89726650, compound

Conditions

Temperature
25 °C

Procedure

A solution of (R)-2-carboxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester in 2 N hydrogen chloride in dioxane (250 mg, 1.1 mmol) in 4 N hydrogen chloride in dioxane (2 ml, 8 mmol) was stirred for 2 h at 25° C. and evaporated to dryness and redissolved in ethanol. After addition of a few drops of 12 M aqueous hydrochloric acid the mixture was stirred at 25° C. overnight. Solvents were evaporated to give 200 mg (95%) of (R)-pyrrolidin-2-yl-acetic acid ethyl ester hydrochloride (25 mg, 55%).

Workup

  1. customevaporated to dryness
  2. dissolutionredissolved in ethanol
  3. additionAfter addition of a few drops of 12 M aqueous hydrochloric acid the mixture
  4. customSolvents were evaporated

Sources & evidence

ORD record
ord-50764260e226431f96d0ac5487e924e0
Source dataset
uspto-grants-2016_03
Patent number
US09284333B2

Reaction notes

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