반응 #592913

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1

tetrahydrofuran

methyl 3-(4-fluorobenzylidene)-4-oxochroman-7-carboxylate

2-chloro-4-hydrazinylbenzonitrile hydrochloride

→

2-(3-chloro-4-cyanophenyl)-3-(4-fluorophenyl)-2,3,3a,4-tetrahydrochromeno[4,3-c]pyrazole-7-carboxylic acid

수율 18.0%

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후처리

1. 1
   기타The crude product was purified by reverse-phase HPLC (acetonitrile/water/0.05% trifluoroacetic acid)

실험 절차

The title compound was prepared from methyl 3-(4-fluorobenzylidene)-4-oxochroman-7-carboxylate; Preparation 30 (155 mg, 0.50 mmol) and 2-chloro-4-hydrazinylbenzonitrile hydrochloride; Preparation 1 (153 mg, 0.75 mmol) according to Method B and Method C. The crude product was purified by reverse-phase HPLC (acetonitrile/water/0.05% trifluoroacetic acid) to give 2-(3-chloro-4-cyanophenyl)-3-(4-fluorophenyl)-2,3,3a,4-tetrahydrochromeno[4,3-c]pyrazole-7-carboxylic acid (41 mg, 0.09 mmol, 18% yield). The title compound was largely present as (±)-(3SR,3aSR)-2-(3-chloro-4-cyanophenyl)-3-(4-fluorophenyl)-2,3,3a,4-tetrahydrochromeno[4,3-c]pyrazole-7-carboxylic acid. ES-MS m/z 448 (M+H).

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