Ammonium Acetate → Methyl 6-fluoro-1-oxo-1,2-dihydroisoquinoline-4-carboxylate

HRID 2233396Notes

Reaction equation

HRID 2233396 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=O)[O:7][CH:6]=[C:5]2[C:13]([O:15][CH3:16])=[O:14].C([O-])(=O)C.[NH4+:21]>C(O)(=O)C.O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:7])[NH:21][CH:6]=[C:5]2[C:13]([O:15][CH3:16])=[O:14]

Participants

5

Reactant 2

HCID 517165Ammonium AcetateHCID 53429436Methyl 6-fluoro-1-oxo-1H-2-benzopyran-4-carboxylate

Product 1

HCID 53429435Methyl 6-fluoro-1-oxo-1,2-dihydroisoquinoline-4-carboxylate

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of methyl 6-fluoro-1-oxo-1H-isochromene-4-carboxylate (1.53 g) and ammonium acetate (2.5 g) in 4 ml of glacial acetic acid was heated at 80° C. for 16 h. The reaction was cooled to 40° C., diluted with 8 ml of water and the solid collected by filtration (1.38 g).

Workup

  1. temperatureThe reaction was cooled to 40° C.
  2. filtrationthe solid collected by filtration (1.38 g)

Sources & evidence

ORD record
ord-0696056d71c94423a6f96b4a14231836
Source dataset
uspto-grants-2010_05
Patent number
US07709500B2

Reaction notes

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