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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394902Generated: October 31, 2026

Hydrochloric Acid → Methyl (+/-)-13-cyclohexyl-6,7-dihydro-6-carboxy-6-fluoro-5H-indolo[2,1-a][2]benzazepine-10-carboxylate

https://huagongshe.com/reaction/1394902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl (+/-)-13-cyclohexyl-6,7-dihydro-6-carbomethoxy-6-fluoro-5H-indolo[2,1-a][2]benzazepine-10-carboxylateHCID 58677086—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductMethyl (+/-)-13-cyclohexyl-6,7-dihydro-6-carboxy-6-fluoro-5H-indolo[2,1-a][2]benzazepine-10-carboxylateHCID 5867705285%

Reaction Conditions

Temperature65 °C

Reaction Steps

Sodium hydroxide (50 μL of 1N, 0.05 mmol) was added to a solution of methyl (±)-13-cyclohexyl-6,7-dihydro-6-carbomethoxy-6-fluoro-5H-indolo[2,1-a][2]benzazepine-10-carboxylate (12.0 mg, 0.027 mmol) in methanol (0.5 mL) and tetrahydrofuran (0.5 mL) in a microwave vial. The vial was sealed and the contents heated at 65° C. for 20 min in a microwave apparatus. The solution was acidified with dilute hydrochloric acid to precipitate the crude acid. The solid was collected and was purified on the Shimadzu preparative liquid chromatograph. The product containing fraction was concentrated on a Speed Vac® to leave the titled compound as a white solid (10 mg, 85%). ESI-MS m/z 436 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348425B2
Source datasetuspto-grants-2008_03
ORD IDord-9643b30bca92480f99c43d63d57220b1
Source noteuspto-grants-2008_03