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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465029Generated: November 1, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → t-Butyl 3-(4-(cyclopropylamino)thieno[3,2-d]pyrimidine-7-carboxamido)-4-methylphenylcarbamate

https://huagongshe.com/reaction/1465029

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-(Boc-amino)-2-methylanilineHCID 24699786—
Reactant4-(Cyclopropylamino)thieno[3,2-d]pyrimidine-7-carboxylic acidHCID 67359688—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Productt-Butyl 3-(4-(cyclopropylamino)thieno[3,2-d]pyrimidine-7-carboxamido)-4-methylphenylcarbamateHCID 67361287—

Reaction Steps

4-(Cyclopropylamino)thieno[3,2-d]pyrimidine-7-carboxylic acid (5.3 g, 22.49 mmol) obtained in Step 3 of Preparation Example 4 was dissolved in DMF (60 mL). t-Butyl 3-amino-4-methylphenylcarbamate (6 g, 26.99 mmol) obtained in Step 2 of Preparation Example 9, EDCI (6.5 g, 33.74 mmol), HOBT (6.1 g, 44.98 mmol) and TEA (4.7 mL, 33.74 mmol) were sequentially added to the reaction mixture, which was stirred at room temperature for 24 hours. After the reaction was completed water (120 mL) was added thereto, and the resulting yellow solid was filtered and dried to obtain the title compound without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999973B2
Source datasetuspto-grants-2015_04
ORD IDord-4cb56d8fc38f4893b62dc16e66b15172
Source noteuspto-grants-2015_04