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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624752Generated: October 29, 2026

3-Methoxypropylamine → 5-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)-N-(3-methoxypropyl)thiophene-2-carboxamide

https://huagongshe.com/reaction/624752

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxypropylamineHCID 1672—
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-(7-(Cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxylic acidHCID 58314230—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)-N-(3-methoxypropyl)thiophene-2-carboxamideHCID 5831374383%

Reaction Steps

To 5-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxylic acid (30 mg, 0.091 mmol), EDCI (19 mg, 0.10 mmol), Et3N (14 μL, 0.10 mmol), and HOBt (14 mg, 0.10 mmol) in 2 mL of DMF pre-stirred for 5 minutes was added 3-methoxypropylamine (10 μL, 0.10 mmol). The reaction mixture was stirred at room temperature for 1 hour. The reaction was diluted with ethyl acetate, washed with H2O, brine, dried over MgSO4, filtered, and evaporated to dryness to provide 30 mg of 5-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)-N-(3-methoxypropyl)thiophene-2-carboxamide (83%). LCMS (M+1=400)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303033B2
Source datasetuspto-grants-2016_04
ORD IDord-41760d48d3234fcea773e8df2a56d012
Source noteuspto-grants-2016_04