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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719685Generated: October 27, 2026

Sodium hydride → 7-Fluoro-2-methyl-2,4,5,10-tetrahydropyrazolo[3,4-b][1,5]benzodiazepin-4-one

https://huagongshe.com/reaction/1719685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethane, sulfinylbis-, ion(1-), sodiumHCID 10154010—
ReactantEthyl 3-(2-amino-4-fluoroanilino)-1-methylpyrazole-4-carboxylateHCID 12888758—
SolventDimethyl SulfoxideHCID 679—
Product7-Fluoro-2-methyl-2,4,5,10-tetrahydropyrazolo[3,4-b][1,5]benzodiazepin-4-oneHCID 135759091—

Reaction Conditions

Temperature65 °C

Reaction Steps

A solution of sodium methyl sulphinyl methanide was generated by stirring sodium hydride (50% oil dispersion, 1.5 g) in dry dimethylsulphoxide (15 ml) at 65° C. until gas evolution ceased. A solution of ethyl 3-(2-amino-4-fluoroanilino)-1-methylpyrazole-4-carboxylate (2.7 g) dissolved in dry dimethyl sulphoxide (5 ml) was added dropwise and the mixture stirred at 65° C. for 20 minutes. The mixture was poured on to excess ice-water, filtered and dried to give the title compound which was crystallised from chloroform-hexane m.p. 264° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04542131
Source datasetuspto-grants-1985_09
ORD IDord-f71031acd2ae46c5822410982bfec6ee
Source noteuspto-grants-1985_09