Hydrochloric Acid → HCID 86612720, compound

HRID 554002Notes

Reaction equation

HRID 554002 reaction equation
Cl.C(OC([NH:9][CH:10]([C:25]1[CH:30]=[C:29]([F:31])[C:28]([F:32])=[C:27]([F:33])[CH:26]=1)[CH2:11][N:12]([C:21]([O:23][CH3:24])=[O:22])[CH2:13][CH:14]([Cl:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=O)(C)(C)C>C(OCC)(=O)C>[NH2:9][CH:10]([C:25]1[CH:26]=[C:27]([F:33])[C:28]([F:32])=[C:29]([F:31])[CH:30]=1)[CH2:11][N:12]([C:21]([O:23][CH3:24])=[O:22])[CH2:13][CH:14]([Cl:20])[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86612721HCID 86612721, compound

Product 1

HCID 86612720HCID 86612720, compoundYield 118.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 4 N hydrochloric acid in ethyl acetate (20 mL) was added to a solution of ethyl 3-{[2-tert-butoxycarbonylamino-2-(3,4,5-trifluorophenyl)ethyl]methoxycarbonylamino}-2-chloropropionate (2.16 g) in ethyl acetate (20 mL), and the reaction solution was stirred at room temperature for 15.5 hours. The reaction solution was concentrated under reduced pressure. Ethyl acetate and saturated sodium bicarbonate water were added to the residue, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 2.03 g of a crude product of the title compound. The property value of the compound is as follows.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. additionEthyl acetate and saturated sodium bicarbonate water were added to the residue
  3. customthe organic layer was separated
  4. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7962fcf9e9aa4fbdb58ca696177a79d4
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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