Cyclopropylamine → N-Cyclopropyl-4-fluoro-2-hydroxybenzamide

HRID 270063Notes

Reaction equation

HRID 270063 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[C:4]([OH:12])[CH:3]=1.[CH:13]1([NH2:16])[CH2:15][CH2:14]1>>[CH:13]1([NH:16][C:6](=[O:8])[C:5]2[CH:10]=[CH:11][C:2]([F:1])=[CH:3][C:4]=2[OH:12])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 69828CyclopropylamineHCID 2775386Methyl 4-fluorosalicylate

Product 1

HCID 68961144N-Cyclopropyl-4-fluoro-2-hydroxybenzamide

Procedure

A suspension of methyl 4-fluoro-2-hydroxybenzoate (510 mg, 3.0 mmol) in cyclopropylamine (5 mL) was stirred at room temperature overnight when it became a clear solution. The volatiles were removed in vacuo and the residue was purified by silica gel flash chromatography (0-30% ethyl acetate in petroleum ether) to give the subtitled compound (493 mg).

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe residue was purified by silica gel flash chromatography (0-30% ethyl acetate in petroleum ether)

Sources & evidence

ORD record
ord-bf55cd4353ca46b28da7938e0e45cb3d
Source dataset
uspto-grants-2008_11
Patent number
US07449475B2

Reaction notes

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