Benzylamine → HCID 66974953, compound

HRID 1022565Notes

Reaction equation

HRID 1022565 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:15])[C:9](=[CH2:14])[C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:3]=1[F:16].C(N(CC)CC)C.[CH2:24]([NH2:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CO>[CH2:24]([NH:31][CH2:14][CH:9]([CH:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([F:16])[CH:4]=1)[OH:15])[C:10]([O:12][CH3:13])=[O:11])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 66976061HCID 66976061, compound

Product 1

HCID 66974953HCID 66974953, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 2-[(4-chloro-3-fluorophenyl)(hydroxy)methyl]prop-2-enoate (69.1 g) and triethylamine (47.3 mL) in methanol (706 mL) was added benzylamine (37.1 ml), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (58.2 g).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel chromatography (hexane/ethyl acetate)

Sources & evidence

ORD record
ord-8c3b41a103d44738b2604c2b31e2651f
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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