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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694851Generated: November 2, 2026

Malonate Ion → 2-(Bis-phenylcarbamoyl-methyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester

https://huagongshe.com/reaction/1694851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonate IonHCID 9084—
ReactantSodium hydrideHCID 24758—
ReactantMalonanilideHCID 69298—
Reactant2-Methanesulfonyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl esterHCID 59376449—
SolventTetrahydrofuranHCID 8028—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
Product2-(Bis-phenylcarbamoyl-methyl)-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl esterHCID 59376467—

Reaction Steps

To a solution of malondianilide (102 mg, 0.40 mmol) in THF (2 mL) was added of NaH (16.3 mg, 60% wt. dispersion in mineral oil, 0.41 mmol). After 10 min, the malonate salt solution was added to a solution of 2-methanesulfonyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (100 mg, 0.367 mmol) in THF/DMF (2/0.5 mL). After 1 h, the reaction was quenched with sat. NH4Cl and extracted with EtOAc. The organic layer was washed with brine (1×), dried over MgSO4, filtered, and concentrated. The residue was triturated with EtOAc and H2O, and the solid was filtered.: ESIMS calcd 447 (W+H), found 447 M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158825B2
Source datasetuspto-grants-2012_04
ORD IDord-e5912f0c6de84e41b1fbb525d3dcb8b0
Source noteuspto-grants-2012_04