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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595076Generated: October 29, 2026

Triethylamine → HCID 89487442, compound

https://huagongshe.com/reaction/595076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(3S)-3-methylmorpholineHCID 12012220—
Reactant1429639-82-6HCID 89487319—
SolventDimethylformamideHCID 6228—
ProductHCID 89487442HCID 8948744239.7%

Reaction Steps

To a solution of 2,4-dichloro-7-methyl-5,7-dihydrothieno[3,4-d]pyrimidine 6,6-dioxide (Example 7, step (vi)) (160 mg, 0.63 mmol), and triethylamine (64 mg, 0.63 mmol) in DMF (3 mL) at 0° C. was added 3-(S)-methylmorpholine (57 mg, 0.57 mmol). The resultant mixture was stirred at rt for 2 h. The solvent was removed under vacuum and the residue obtained partitioned between water and ethyl acetate. The organic layer was dried (Na2SO4) and concentrated to give the product which was purified by preparative TLC (petroleum ether/ethyl acetate=2/1) to produce 2-chloro-7-methyl-4-[(3S)-3-methylmorpholin-4-yl]-5,7-dihydrothieno[3,4-d]pyrimidine 6,6-dioxide (72 mg, 36% yield). LC-MS (Method A), (ES+) 318/320, RT=2.95 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242993B2
Source datasetuspto-grants-2016_01
ORD IDord-b49ed3325e014fe98a2edce52c928c92
Source noteuspto-grants-2016_01