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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041864Generated: November 1, 2026

Ammonium Chloride → HCID 64084568, compound

https://huagongshe.com/reaction/2041864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantTBAF tetrahydrofuranHCID 11078149—
ReactantHCID 69673805HCID 69673805—
SolventTetrahydrofuranHCID 8028—
ProductHCID 64084568HCID 6408456873.2%

Reaction Steps

16 ml of tetrahydrofuran, 0.37 g of the 4-(4-trimethylsilanyl-3-butynylamino)thieno[2,3-d]pyrimidine obtained in (1) above, and 2.1 ml of a 1 M tetrabutylammonium fluoride tetrahydrofuran solution were added to a nitrogen-substituted flask, and the obtained mixture was then stirred at a room temperature for 5 hours. After completion of the stirring, 50 ml of a saturated ammonium chloride aqueous solution was added to the reaction solution, and the thus obtained solution was then extracted with 30 ml of dichloromethane twice. The organic layer was washed with 30 ml of a saturated brine, and it was then dried over magnesium sulfate. The magnesium sulfate was filtrated, and the organic layer was then concentrated. Thereafter, the residue was then purified by column chromatography (Wako Gel C-200; toluene:ethyl acetate=4:1), so as to obtain 0.20 g of 4-(3-butynylamino)thieno[2,3-d]pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586505B2
Source datasetuspto-grants-2013_11
ORD IDord-3a90f5d85fd94e31a3c3fd4c1b8e7010
Source noteuspto-grants-2013_11