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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173065Generated: October 30, 2026

Water → HCID 71143875, compound

https://huagongshe.com/reaction/2173065

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-(Tributylstannyl)isothiazoleHCID 67253089—
Reactanttert-Butyl 6-((3R,4R)-3-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-ylamino)-4-chloro-7-fluoro-3-oxo-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylateHCID 86654748—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 71143875HCID 71143875—

Reaction Steps

A solution of tert-butyl 6-((3R,4R)-3-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-ylamino)-4-chloro-7-fluoro-3-oxo-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate (60 mg, 0.120 mmol), 5-(tributylstannyl)isothiazole (67.2 mg, 0.180 mmol) and tetrakis(triphenylphosphine)palladium(0) (69.2 mg, 0.060 mmol) in toluene (2.0 mL) was heated to 120° C. for 45 minutes via microwave irradiation. The reaction mixture was subsequently poured into water and was extracted with EtOAc. The extracts were dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel chromatography (Flash 60 column) eluting with hexane/EtOAc (1:1) to give the title compound as a yellow solid. ESI-MS m/z [M+H]+ calc'd for C25H32FN5O6S, 550. found, 550.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056873B2
Source datasetuspto-grants-2015_06
ORD IDord-9f58634acbf74367aa54adb3fc9db114
Source noteuspto-grants-2015_06