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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737155Generated: October 30, 2026

Methyl iodide → 2-[4-(4-Methylamino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/737155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTriethylamineHCID 8471—
Reactant(S)-2-[4-(4-Amino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl esterHCID 86616427—
SolventDichloromethaneHCID 6344—
Product2-[4-(4-Methylamino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl esterHCID 57849858—

Reaction Steps

2-[4-(4-amino-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester (Compound 5050, 38 mg, 0.092 mmol) was dissolved in 3.5 mL of methylene chloride. To this solution was added triethylamine (12.8 μL, 0.092 mmol) followed by 6 μL (0.092 mmol) of methyl iodide. This solution was heated under reflux for 1 hour. It was evaporated and redissolved in 5 mL of DMF. The crude was purified using reverse phase HPLC to furnish the desired product. MS: 437.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595398B2
Source datasetuspto-grants-2009_09
ORD IDord-45186c9cd0f44544bf1588943e53eb63
Source noteuspto-grants-2009_09