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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361348Generated: October 31, 2026

Benzyl 3-(1-carbamoyl-6-morpholino-9H-pyrido[3,4-b]indol-4-yl)-2-methylphenylcarbamate → 4-(3-Amino-2-methylphenyl)-6-morpholino-9H-pyrido[3,4-b]indole-1-carboxamide

https://huagongshe.com/reaction/2361348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 3-(1-carbamoyl-6-morpholino-9H-pyrido[3,4-b]indol-4-yl)-2-methylphenylcarbamateHCID 67994849—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-(3-Amino-2-methylphenyl)-6-morpholino-9H-pyrido[3,4-b]indole-1-carboxamideHCID 6799461284.1%

Reaction Steps

A solution of benzyl 3-(1-carbamoyl-6-morpholino-9H-pyrido[3,4-b]indol-4-yl)-2-methylphenylcarbamate (0.125 g, 0.233 mmol) and 10% Pd/C (0.025 g, 0.023 mmol) in methanol (8.75 mL) and THF (2.92 mL) was stirred under a hydrogen balloon. After 1 hr, the reaction was flushed with nitrogen, filtered through a pad of CELITE®, rinsed with MeOH. The filtrate was concentrated in vacuo, dissolved in CH2Cl2 (100 mL), dried over MgSO4, and concentrated in vacuo to give the desired product (0.0786 g, 0.196 mmol, 84% yield) as a light tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685969B2
Source datasetuspto-grants-2014_04
ORD IDord-eefaa0b7a75c43ec8bdfd419636387f0
Source noteuspto-grants-2014_04