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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2063574Generated: October 30, 2026

Cesium carbonate → 4-[7-(3-Methoxycarbonyl-propoxy)-6-methyl-quinolin-8-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2063574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 4-bromobutyrateHCID 107604—
Reactant4-(7-Hydroxy-6-methylquinolin-8-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl esterHCID 135997273—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-[7-(3-Methoxycarbonyl-propoxy)-6-methyl-quinolin-8-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl esterHCID 59366175—

Reaction Steps

4-(7-Hydroxy-6-methyl-quinolin-8-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (1.3 g, 3.8 mmol) and methyl 4-bromobutyrate (680 mg, 3.8 mmol) were dissolved in DMF (7.5 mL). To this solution was added Cs2CO3 (3.7 g, 11.3 mmol) and reaction was stirred at room temperature for 18 h. The reaction was diluted with CH2Cl2 and washed with H2O (4×50 mL), then brine. The organic was then dried over MgSO4, filtered, and concentrated to give the crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288373B2
Source datasetuspto-grants-2012_10
ORD IDord-aa57fb01928f49baad3193b2c5c00536
Source noteuspto-grants-2012_10