3,5-Difluorophenylacetic acid → HCID 10154430, compound

HRID 322742Notes

Reaction equation

HRID 322742 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=O)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[CH2:14]([O:16][C:17](=[O:21])[C@H:18]([CH3:20])[NH2:19])[CH3:15]>CCOC(C)=O>[CH2:14]([O:16][C:17](=[O:21])[C@H:18]([CH3:20])[NH:19][C:17](=[O:16])[C@H:18]([CH3:20])[NH:19][C:10](=[O:12])[CH2:9][C:4]1[CH:5]=[C:6]([F:8])[CH:7]=[C:2]([F:1])[CH:3]=1)[CH3:15]

Participants

4

Reactant 2

HCID 1454243,5-Difluorophenylacetic acidHCID 2724356L-Alanine, ethyl ester, hydrochloride (1:1)

Product 1

HCID 10154430HCID 10154430, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following General Procedure C and using 3,5-difluorophenylacetic acid (Oakwood) and L-alanine ethyl ester hydrochloride (Sigma), the title compound was prepared as a solid (mp=197-199° C.). The reaction was monitored by tlc (Rf =0.6 in EtOAc) and the product was purified from bi-products by silica gel chromatography using EtOAc as the eluent, followed by recrystallization from EtOAc.

Workup

  1. customthe product was purified from bi-products by silica gel chromatography
  2. customfollowed by recrystallization from EtOAc

Sources & evidence

ORD record
ord-1325a98cfd7d457993bae38ecf3bda3d
Source dataset
uspto-grants-2001_04
Patent number
US06211235B1

Reaction notes

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