Hydrogen chloride-ethyl acetate → HCID 59975354, compound

HRID 2268029Notes

Reaction equation

HRID 2268029 reaction equation
[CH3:1][C@@H:2]([NH:9][C:10](=[O:29])[CH2:11][CH:12]([NH:21]C(OC(C)(C)C)=O)[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[C:15]([F:20])[CH:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl.C(OCC)(=O)C>C(OCC)(=O)C>[CH3:1][C@@H:2]([NH:9][C:10](=[O:29])[CH2:11][CH:12]([NH2:21])[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[C:15]([F:20])[CH:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59975346HCID 59975346, compound

Product 1

HCID 59975354HCID 59975354, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3-t-Butoxycarbonylamino-3-(3,4-difluorophenyl)propionic acid (R)-α-methylbenzylamide (6.5 g, 16.1 mmol) was dissolved in 40 mL of ethyl acetate and cooled in an ice bath. The solution was treated with 50 mL of saturated HCl/ethyl acetate solution and allowed to stir for 40 minutes. Nitrogen was bubbled through the reaction solution for 45 minutes, and the mixture was then evaporated to dryness. The resulting residue was reconcentrated from methanol and ethyl ether, and filtered from ethyl ether to yield the title compound as a solid.

Workup

  1. temperaturecooled in an ice bath
  2. customNitrogen was bubbled through the reaction solution for 45 minutes
  3. customthe mixture was then evaporated to dryness
  4. filtrationfiltered from ethyl ether

Sources & evidence

ORD record
ord-0252c3e562f546e897a20990d71028d9
Source dataset
uspto-grants-2001_12
Patent number
US06326372B1

Reaction notes

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