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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 860710Generated: October 30, 2026

methyl 13-cyclohexyl-6-(benzyloxycarbonyl)-5H-indolo[2,1-a][2]benzazepine-10-carboxylate → 13-cyclohexyl-10-methoxycarbonyl-6,7-dihydro-5H-indolo[2,1-a][2]benzazepine-6-carboxylic acid

https://huagongshe.com/reaction/860710

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl 13-cyclohexyl-6-(benzyloxycarbonyl)-5H-indolo[2,1-a][2]benzazepine-10-carboxylateHCID 69206449—
CatalystPalladiumHCID 23938—
SolventMeOH tetrahydrofuranHCID 21899815—
Product13-cyclohexyl-10-methoxycarbonyl-6,7-dihydro-5H-indolo[2,1-a][2]benzazepine-6-carboxylic acidHCID 1607269992.1%

Reaction Conditions

Temperature22 °C

Reaction Steps

Method A: The intermediate ester (14, R=H, 53 mg, 0.13 mmol) in a 1:1 mixture of THF/MeOH (2 mL) was treated with a catalytic amount of Pd (10% on C) under hydrogen (balloon pressure). The mixture was stirred at 22° C. for 18 hr. The catalyst was removed by filtration through a fine pad of celite and the solution was concentrated in vacuo to afford the title compound as a pale tan solid (50 mg, 92%). ESI-MS m/z 418 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153848B2
Source datasetuspto-grants-2006_12
ORD IDord-b4f881c2129c4c62a9a59aa189fc9370
Source noteuspto-grants-2006_12