Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915963Generated: November 1, 2026

Morpholine → HCID 136043091, compound

https://huagongshe.com/reaction/915963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant6-(4-Amino-2-methoxyphenyl)-3-cyclohexyl-1-methyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-oneHCID 135948887—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 136043091HCID 136043091215.7%

Reaction Steps

To a 3 ml dichloromethane suspension of 100 mg (0.283 mmol) of the compound obtained in Example 44, 28 mg (0.0944 mmol) of triphosgene and 79 μl (0.566 mmol) of triethylamine were added, and the mixture was stirred at room temperature for 15 minutes. Then, 25 μl (0.283 mmol) of morpholine was added to the reaction mixture, and the mixture was stirred at room temperature for 4 hours. Water was added to the reaction mixture, and the mixture was extracted with dichloromethane. The organic layer was washed with water and a saturated aqueous solution of sodium chloride. After the washed layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=15/1) to obtain 95 mg (72%) of the captioned compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268128B2
Source datasetuspto-grants-2007_09
ORD IDord-fe7bc71074694cfa9415e2457703389c
Source noteuspto-grants-2007_09