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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872547Generated: October 26, 2026

N,N-Dimethylaniline → 4-Chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine

https://huagongshe.com/reaction/1872547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant3,4-Dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidineHCID 23287906—
Product4-Chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidineHCID 18460413—

Reaction Steps

The substitution of the keto group by Cl, with formation of the aromatic pyrmidine ring, takes place under standard conditions. A mixture of 18 ml of POCl3 and 6 g of 3,4-dihydro-4-oxo-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine with addition of 1.8 ml of N,N-dimethylaniline is boiled for 4 hours. After customary work-up, 5 g of 4-chloro-2-(pyridin-3-yl)-6-methylthieno[2,3-d]pyrimidine are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06110920
Source datasetuspto-grants-2000_08
ORD IDord-4c70c1bf36744deaba06bcee38983ec3
Source noteuspto-grants-2000_08