Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633540Generated: October 31, 2026

Methyl iodide → N-(cyclopropylmethyl)-2-(7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-N-methyl-4-(methylsulfonyl)aniline

https://huagongshe.com/reaction/633540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantN-(cyclopropylmethyl)-2-(7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-4-(methylsulfonyl)anilineHCID 90387888—
SolventDimethylformamideHCID 6228—
ProductN-(cyclopropylmethyl)-2-(7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-3-yl)-N-methyl-4-(methylsulfonyl)anilineHCID 90416403100%

Reaction Steps

A solution of the product from Example 44B (0.116 g, 0.301 mmol) in dimethylformamide (2 mL) under nitrogen was treated with sodium hydride (0.018 g, 0.451 mmol) at ambient temperature, stirred for 30 minutes, treated with iodomethane (0.038 mL, 0.602 mmol), stirred for 30 minutes at ambient temperature and quenched into cold water. The mixture was extracted into ethyl acetate and the organic layer was washed with saturated aqueous sodium chloride, dried (anhydrous Na2SO4), filtered, and concentrated to afford the title compound (0.12 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321764B2
Source datasetuspto-grants-2016_04
ORD IDord-4f77fa95dce449dfa5cfcff1582818bb
Source noteuspto-grants-2016_04