Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598505Generated: November 1, 2026

Methyl iodide → {(R)-3-[(6-Chloro-benzooxazol-2-yl)-methyl-amino]-pyrrolidin-1-yl}-(2,6-dimethoxy-phenyl)-methanone

https://huagongshe.com/reaction/598505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant[3-(6-Chloro-benzooxazol-2-ylamino)-pyrrolidin-1-yl]-(2,6-dimethoxy-phenyl)-methanoneHCID 53232364—
SolventDimethylformamideHCID 6228—
Product{(R)-3-[(6-Chloro-benzooxazol-2-yl)-methyl-amino]-pyrrolidin-1-yl}-(2,6-dimethoxy-phenyl)-methanoneHCID 57748846461%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 20 mg (0.05 mmol) [3-(6-Chloro-benzooxazol-2-ylamino)-pyrrolidin-1-yl]-(2,6-dimethoxy-phenyl)-methanone (example 1), 353 mg (2.48 mmol) methyliodid and 10 mg (0.075 mmol) K2CO3 in 0.5 mL DMF was stirred at 75° C. The mixture was concentrated, water and methanol was added and the mixture was subjected to purification by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and formic acid. The product containing fractions were evaporated to yield 9.6 mg (461%) of the title compound as light yellow solid. (MH+) 418.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897627B2
Source datasetuspto-grants-2011_03
ORD IDord-cc3b09fcc0c64cc79384cc3b2a17ce55
Source noteuspto-grants-2011_03