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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532281Generated: October 31, 2026

Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate → HCID 67381887, compound

https://huagongshe.com/reaction/532281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 2759834—
ReactantHCID 58413342HCID 58413342—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67381887HCID 67381887—

Reaction Steps

4-Chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (1.25 g), tert-butyl 3-(2-amino-5-fluorophenoxy)butylcarbamate (1.7 g) and p-toloulsulfonic acid (175 mg) was dissolved in dioxane (30 ml) and the solution was heated under reflux overnight. Then the reaction mixture was concentrated in vacuo. The residue was treated with trifluoracetic acid 25% in dichloromethane and stirred at room temperature for 1 h. The solution was concentrated in vacuo and the residue was dissolved in dichloromethane and washed with sodium bicarbonate. The organic phase was separated, dried and concentrated in vacuo. The residue was triturated with Et2O and the precipitate was filtered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853193B2
Source datasetuspto-grants-2014_10
ORD IDord-b20aa250df104b6f925b894ca3b1c07d
Source noteuspto-grants-2014_10