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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262136Generated: October 30, 2026

Dimethylformamide → 2-(1H-indazol-4-yl)-N-(methylsulfonyl)-4-morpholinothieno[3,2-d]pyrimidine-6-carboxamide

https://huagongshe.com/reaction/2262136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantMethanesulfonamideHCID 72879—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 59593131HCID 59593131—
Product2-(1H-indazol-4-yl)-N-(methylsulfonyl)-4-morpholinothieno[3,2-d]pyrimidine-6-carboxamideHCID 59593034—

Reaction Steps

To 50 mg of 2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carboxylic acid in 1 mL of DMF was added 2 eq of carbonyldiimidazole. The reaction was stirred for 1 hour at room temperature before addition of a 1 mL solution containing 2.5 eq DBU and 2 eq of methanesulfonamide in DMF. The reaction was stirred overnight at ambient temperature and concentrated to dryness. The crude chloride was subjected to Procedure A to yield 13.8 mg of 206. MS (Q1) 459.1 (M)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846929B2
Source datasetuspto-grants-2010_12
ORD IDord-50a14bd775ab4d6290621ec25314ef45
Source noteuspto-grants-2010_12