Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229155Generated: October 30, 2026

3-Chloro-4-methoxybenzylamine → Methyl 3-[4-(3-chloro-4-methoxybenzylamino)-5,6,7,8-tetrahydro-[1]-benzothieno[2,3-d]pyrimidin-2-yl]propionate

https://huagongshe.com/reaction/2229155

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-methoxybenzylamineHCID 738038—
ReactantMethyl 3-(4-chloro-5,6,7,8-tetrahydro-[1]benzothieno[2,3-d]pyrimidin-2-yl)propionateHCID 11001423—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 3-[4-(3-chloro-4-methoxybenzylamino)-5,6,7,8-tetrahydro-[1]-benzothieno[2,3-d]pyrimidin-2-yl]propionateHCID 1087397195.4%

Reaction Steps

1.9 g of methyl 3-(4-chloro-5,6,7,8-tetrahydro-[1]benzothieno[2,3-d]pyrimidin-2-yl)propionate [obtainable by cyclization of methyl 2-amino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylate with methyl 3-cyanopropionate and subsequent chlorination with phosphorus oxychloride/dimethylamine] and 2.3 g of 3-chloro-4-methoxybenzylamine (“A”) in 20 ml of N-methylpyrrolidone are stirred at 110° for 5 hours. The solvent is removed and worked up in the customary manner. 2.6 g of methyl 3-[4-(3-chloro-4-methoxybenzylamino)-5,6,7,8-tetrahydro[1]benzothieno-[2,3-d]pyrimidin-2-yl]propionate are obtained as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420368B1
Source datasetuspto-grants-2002_07
ORD IDord-14892d22edbb4a8ebd9ee04987f4376e
Source noteuspto-grants-2002_07