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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063569Generated: October 31, 2026

Tert-butyl 1,4-diazepane-1-carboxylate → 4-(7-Hydroxy-6-methylquinolin-8-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2063569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 1,4-diazepane-1-carboxylateHCID 2756058—
Reactant8-Bromo-7-methoxy-6-methylquinolineHCID 59366188—
SolventEthyl AcetateHCID 8857—
Product4-(7-Hydroxy-6-methylquinolin-8-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl esterHCID 13599727335%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of product from step 2 (1.66 g, 6.58 mmol) and [1,4]Diazepane-1-carboxylic acid tert-butyl ester (4 g, 20 mmol) was heated via microwave to 140° C. for 1 h. After being cooled to rt, it was diluted with ethyl acetate, washed with saturated NaHCO3 and brine, dried over Na2SO4 and then purified by flash column chromatography on silica gel to give the desired product (0.8 g, 35%). MS (ES) m/z 358 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288373B2
Source datasetuspto-grants-2012_10
ORD IDord-dd770b4214dd4911a7fb2ddde05b83c4
Source noteuspto-grants-2012_10