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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629894Generated: October 30, 2026

Dichloromethane → 1-[(2,2-Difluorocyclopropyl)methyl]-5-(1,2,3,3a,4,6a-hexahydrocyclo-penta-[c]pyrrol-5-yl)-3-methyl-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridine 2,2-dioxide

https://huagongshe.com/reaction/629894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 71140780HCID 71140780—
SolventEthyl AcetateHCID 8857—
Product1-[(2,2-Difluorocyclopropyl)methyl]-5-(1,2,3,3a,4,6a-hexahydrocyclo-penta-[c]pyrrol-5-yl)-3-methyl-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridine 2,2-dioxideHCID 71136726—

Reaction Steps

tert-Butyl 5-{1-[(2,2-difluorocyclopropyl)methyl]-3-methyl-2,2-dioxido-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridin-5-yl}-3,3a,4,6a-tetrahydrocyclopenta[c]-pyrrole-2(1H)-carboxylate (24-1, 1.7 g, 3.4 mmol) was added to a mixture of DCM (28 mL) and TFA (7 mL) and stirred for 60 min. Following this duration, the contents were cautiously added to a mixture of saturated NaHCO3 (50 mL) and ethyl acetate (50 mL). The layers were separated and the aqueous layer was back-extracted with ethyl acetate (2×30 mL). The combined organics were dried over Na2SO4, filtered and concentrated in vacuo to give an orange semi-solid. The material was carried forward without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315518B2
Source datasetuspto-grants-2016_04
ORD IDord-164836ac48c14a92aa834de512dcf4a1
Source noteuspto-grants-2016_04