Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472680Generated: October 30, 2026

Triethylamine → HCID 67975007, compound

https://huagongshe.com/reaction/1472680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl isonipecotateHCID 424914—
Reactant2-Chloro-6-methoxyquinazolineHCID 59254852—
SolventIsopropanolHCID 3776—
SolventEthyl AcetateHCID 8857—
ProductHCID 67975007HCID 67975007101.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 2-chloro-6-methoxyquinazoline (Intermediate 8, 700 mg, 3.60 mmol), methyl 4-piperidinecarboxylate (2.58 g, 18.0 mmol) and Et3N (729 mg, 7.20 mmol) in iPrOH (15 mL) was heated to 50° C. for 16 hours. The reaction mixture was diluted with EtOAc (100 mL) and washed with H2O (30 mL×2) and brine (30 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by prep-HPLC (0.1% TFA as additive). Most of CH3CN was removed under reduced pressure and the remaining solvent was removed by lyophilization to give the product (1.10 g, yield: 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012646B2
Source datasetuspto-grants-2015_04
ORD IDord-78a80edf309242a69cad8296f7f5b9c2
Source noteuspto-grants-2015_04