Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601266Generated: October 29, 2026

(+)-3-Methylcyclohexanone → 6-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-7-hydroxy-4-{[(3R)-3-methylcyclohexylidene]amino}thieno[3,2-b]pyridin-5(4H)-one

https://huagongshe.com/reaction/601266

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+)-3-MethylcyclohexanoneHCID 83384—
Reactant4-amino-6-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-7-hydroxythieno[3,2-b]pyridin-5(4H)-oneHCID 136373627—
SolventDimethylacetamideHCID 31374—
Product6-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-7-hydroxy-4-{[(3R)-3-methylcyclohexylidene]amino}thieno[3,2-b]pyridin-5(4H)-oneHCID 136374107—

Reaction Conditions

Temperature25 °C

Reaction Steps

The product of Example 268D (0.073 g, 0.2 mmol) was reacted with (3R)-3-methylcyclohexanone (1.12 g, 10.0 mmol) in N,N-dimethylacetamide (2 mL) in a sealed tube at 135° C. for 45 minutes in a microwave reactor. The reaction was cooled to 25° C. and concentrated under vacuum. The resulting residue was triturated with diethyl ether (3 mL) and filtered to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902203B2
Source datasetuspto-grants-2011_03
ORD IDord-7a88e82323f34c8e9c1de30b437644f2
Source noteuspto-grants-2011_03