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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916282Generated: November 1, 2026

Triethylamine → [4-(9H-Pyrimido[4,5-b]indol-4-yl)-morpholin-2-ylmethyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1916282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-chloro-9H-pyrimido(4,5-b)indoleHCID 5806408—
Reactanttert-butyl N-(morpholin-2-ylmethyl)carbamateHCID 19081107—
SolventDimethylformamideHCID 6228—
Product[4-(9H-Pyrimido[4,5-b]indol-4-yl)-morpholin-2-ylmethyl]-carbamic acid tert-butyl esterHCID 5944793825%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-chloro-9H-pyrimido[4,5-b]indole (0.045 g, 0.221 mmol), morpholin-2-ylmethyl-carbamic acid tert-butyl ester (0.055 g, 0.25 mmol) and triethylamine (0.10 mL, 0.75 mmol) in DMF (0.70 mL) was heated to 120° C. in a microwave reactor for 1 hour. The cooled solution was partitioned between water (20 mL) and ethyl acetate (20 mL). The organic extract was dried (Na2SO4), filtered and concentrated. Flash column chromatography, eluting with ethyl acetate, gave the title compound as a yellow solid (0.021 g, 0.0548 mmol, 25%). LC-MS (3) Rt 5.57 min; m/z (ESI) 384 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618121B2
Source datasetuspto-grants-2013_12
ORD IDord-7a6c4cdc0c9b4c07ac500df5ec34e625
Source noteuspto-grants-2013_12