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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696002Generated: October 31, 2026

Cyclopropylamine → HCID 83103480, compound

https://huagongshe.com/reaction/1696002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Reactant3-Morpholinecarboxylic acidHCID 3340152—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 83103480HCID 8310348021.62%

Reaction Conditions

Temperature80 °C

Reaction Steps

A round-bottomed flask equipped with a magnetic stirrer was added 2,4-dichloro-5-fluoropyrimidine (0.835 g, 5 mmol), DMSO (1 ml), morpholine-3-carboxylic acid (0.656 g, 5.00 mmol) and DIPEA (3.49 ml, 20.00 mmol). The reaction was stirred at 80° C. for 10 minutes then cooled to ambient temperature, HATU (2.85 g, 7.50 mmol) was added followed by cyclopropanamine (0.526 ml, 7.50 mmol) and the reaction mixture was again heated at 80° C. for 2 hours. Upon completion the reaction was suspended in water and filtered. The collected solid was washed successively with water, small amount of ethanol and diethyl ether. The solid was dried in vacuo for 16 hours to afford 4-(2-chloro-5-fluoropyrimidin-4-yl)-N-cyclopropylmorpholine-3-carboxamide (0.325 g, 1.081 mmol, 21.62% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163755B2
Source datasetuspto-grants-2012_04
ORD IDord-3fccab769114462ead872bd50610d0bb
Source noteuspto-grants-2012_04