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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 367766Generated: October 26, 2026

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

https://huagongshe.com/reaction/367766

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 replacement of the keto group by Cl under the formation of the aromatic pyrimidine ring takes place under standard conditions. A mixture of POCl3 (18 ml) with 3,4-dihydro-4-oxo-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d]-pyrimidine (6 g) is refluxed for 4 hours under the addition of N,N-dimethylaniline (1,8 m). The usual workup yields 4-chloro-2-(pyridin-3-yl)-6-methyl-thieno-[2,3-d]-pyrimidine (5 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133271
Source datasetuspto-grants-2000_10
ORD IDord-77c8e4ca16474d61a764482e99ff9dde
Source noteuspto-grants-2000_10