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ChemicalBook CAS DataBase List 3(2H)-Isoquinolinone, 6-fluoro-
51463-15-1

3(2H)-Isoquinolinone, 6-fluoro- synthesis

1synthesis methods
N-[(4-Fluorophenyl)methyl]-2,2-dimethoxyacetamide

1175272-50-0

3(2H)-Isoquinolinone, 6-fluoro-

51463-15-1

Compound B-42 (1.0 g, 6.6 mmol) was mixed with concentrated sulfuric acid (1.4 mL) and the reaction was stirred at 85 °C for 5 min. Upon completion of the reaction, the mixture was cooled to room temperature, slowly poured into ice water (40 mL) and neutralized with saturated aqueous sodium bicarbonate to pH=7-8. Subsequently, the mixture was diluted by addition of dichloromethane (100 mL) and stirred for 12 hr at 20 °C. Upon completion of the reaction, the precipitated product was collected by filtration. The resulting solid was further purified by silica gel column with eluent ratio of dichloromethane: methanol = 10:1, resulting in compound B-43 (0.9 g, 63% yield) as a yellow solid.1H-NMR (CDCl3, 400 MHz) data were as follows: δ 8.67 (s, 1H), 7.90 (q, J=8.0 Hz, 1H), 7.23 (dd, J =4.0 Hz, J=12Hz, 1H), 7.07-7.02 (m, 1H), 6.82 (s, 1H).

-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: 1 h / 140 °C / Microwave irradiation
2: sulfuric acid / 0.08 h / 85 °C

References:

WO2017/69980,2017,A1

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