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HRID 539333Erstellt: 25. Oktober 2026

Isopropanol → 6'-(3-Fluoropropoxy)-4-methoxy-5''-methyl-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazole]-4''(3''H)-thione

https://huagongshe.com/reaction/539333

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropanolHCID 3776—
EduktTrimethyl orthoformateHCID 9005—
Edukt2-OxopropanethioamideHCID 20765237—
Edukt6'-(3-Fluoropropoxy)-4-methoxyspiro[cyclohexane-1,2'-inden]-1'(3'H)-imineHCID 67979550—
LösungsmittelMethanolHCID 887—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelHeptaneHCID 8900—
Produkt6'-(3-Fluoropropoxy)-4-methoxy-5''-methyl-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazole]-4''(3''H)-thioneHCID 8666727264%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

6′-(3-Fluoropropoxy)-4-methoxyspiro[cyclohexane-1,2′-inden]-1′(3′H)-imine (Example 20v, Step 2, 204 mg, 0.67 mmol), trimethyl orthoformate (0.193 mL, 1.76 mmol) and 2-propanol (5 mL) was added to a MW vial. The vial was sealed and the mixture was heated at 60° C. (oil bath). 2-Oxopropanethioamide (Intermediate 2, 138 mg, 1.34 mmol) in MeOH (15 mL) was added and the resulting mixture was stirred overnight at 60° C. and was then concentrated in vacuo. The product was isolated using flash chromatography (0-50% EtOAc in heptane) to give the title compound (167 mg, 64% yield): MS (ES+) m/z 391 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08865911B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-5eb8b115f05e4108904db4c6a3f26e1a
Quellennotizuspto-grants-2014_10