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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456483Generated: October 29, 2026

Methanol → HCID 58777996, compound

https://huagongshe.com/reaction/456483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrimethylsilyldiazomethaneHCID 167693—
ReactantTrifluoromethanesulfonateHCID 2758875—
ReactantHCID 58777921HCID 58777921—
SolventDichloromethaneHCID 6344—
ProductHCID 58777996HCID 5877799696%

Reaction Steps

To a solution of the triflate salt of 1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid ethyl ester (1.5 g, 3.76 mmol, 1.0 eq.) in MeOH (20 mL) and CH2Cl2 (2 mL) at 0° C. was added a solution of (trimethylsilyl)diazomethane (2.0 M in hexane, 3.7 mL, 2.0 eq.). The resulting mixture was warmed to r.t. and stirred overnight, and then the solution was concentrated. Purification by flash chromatography (125 g SiO2 linear gradient, 40 mL/min, 1:1 EtOAc/hexane for 33 minutes) afforded about 900 mg of the final compound (96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186715B2
Source datasetuspto-grants-2007_03
ORD IDord-1d1564defa054f27bf3d65419fcd258d
Source noteuspto-grants-2007_03