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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408944Generated: November 2, 2026

Formamide → 4-Chloro-6-(methylthio)thieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/2408944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 69671703HCID 69671703—
Product4-Chloro-6-(methylthio)thieno[3,2-d]pyrimidineHCID 59424451—

Reaction Steps

As shown in scheme I, cyclisation of ethyl 3-amino-5-(methylthio)-thiophene-2-carboxylate using formamide and further treatment with phosphorous oxychloride gave 4-chloro-6-(methylthio)thieno[3,2-d]pyrimidine in good yield. Treatment of this 4-chlorocompound with 3-amino-5-tert-butylselenophene-2-carboxamide in the presence of DMF/NaOH gave 3-(6-(methylthio)thieno[3,2-d]pyrimidin-4-ylamino)-5-tert-butylselenophene-2-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815879B2
Source datasetuspto-grants-2014_08
ORD IDord-05089311e182435a8ecdb5c86edb3b1c
Source noteuspto-grants-2014_08