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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450589Generated: October 31, 2026

4-Fluoro-2-(1-methylethoxy)benzenamine → N-(3-(Dimethylamino)propyl)-4-(4-fluoro-2-iso-propoxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamide

https://huagongshe.com/reaction/450589

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluoro-2-(1-methylethoxy)benzenamineHCID 3756385—
ReactantWater ammonium hydroxideHCID 86589665—
Reactant4-chloro-N-(3-(dimethylamino)propyl)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamide hydrochloride saltHCID 86665667—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3-(Dimethylamino)propyl)-4-(4-fluoro-2-iso-propoxyphenylamino)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamideHCID 4618230028.9%

Reaction Steps

4-Fluoro-2-iso-propoxyaniline (0.049 g, 0.28 mmol) and 4-chloro-N-(3-(dimethylamino)propyl)-5-methylthieno[2,3-d]pyrimidine-6-sulfonamide hydrochloride salt (0.1 g, 0.28 mmol) were heated at 70° C. in anhydrous 1,4-dioxane (1.5 mL) for 4 hours. The solution was cooled to ambient temperature and diluted with water (2.0 mL) and adjusted to pH 9 (4:1 water/ammonium hydroxide solution). The precipitate was collected, washed with water and diethyl ether to yield the title compound as beige solid (0.039 g, 28%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486953B2
Source datasetuspto-grants-2013_07
ORD IDord-f6a81752773b4647ac8f117f82f70229
Source noteuspto-grants-2013_07