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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184430Generated: October 30, 2026

Hydrochloric Acid → 10-(2-methyl-2'-trifluoromethyl-biphenyl-4-carbonyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acid

https://huagongshe.com/reaction/2184430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantDiethylether hexaneHCID 21584099—
Reactant2,2,2-trichloro-1-(10-{[2-methyl-2'-(trifluoromethyl)[1,1'-biphenyl]-4-yl]carbonyl}-10,11-dihydro-5H-pyrrolo [2,1-c][1,4] benzodiazepin-3-yl)ethanoneHCID 21947740—
SolventAcetoneHCID 180—
Product10-(2-methyl-2'-trifluoromethyl-biphenyl-4-carbonyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylic acidHCID 10278082—

Reaction Steps

To a solution of 2,2,2-trichloro-1-(10-{[2-methyl-2′-trifluoromethyl-[1,1′-biphenyl]-4-yl]carbonyl}-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl)ethanone of Step E (2.3 g, 3.9 mmol) in acetone (20 mL) was added 2.5 N sodium hydroxide (3.1 mL, 7.8 mmol). After stirring overnight, the reaction mixture was acidified with 2 N hydrochloric acid (4.3 mL, 8.6 mmol) and then concentrated in vacuo. The residue was partitioned between ethyl acetate and water. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give a brown solid. Trituration with diethyl ether/hexane provided the title compound (1.32 g) as a white solid, m.p. 233-235° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900200B2
Source datasetuspto-grants-2005_05
ORD IDord-8c1de629a2984a40803a8ca1d8b4a674
Source noteuspto-grants-2005_05