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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173069Generated: October 31, 2026

Water → HCID 71144066, compound

https://huagongshe.com/reaction/2173069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Cyclopropyl-5-(tributylstannyl)isothiazoleHCID 71143869—
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 71144066HCID 71144066—

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 (50 mg, 0.100 mmol), 3-cyclopropyl-5-(tributylstannyl)isothiazole (62.0 mg, 0.150 mmol) and tetrakis(triphenylphosphine)palladium(0) (34.6 mg, 0.030 mmol) in toluene (10 mL) was heated to 120° C. for 45 minutes via microwave irradiation. The reaction mixture was 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, which was used without further purification (58.9 mg, 100%). ESI-MS m/z [M+H]+ calc'd for C28H36FN5O6S, 590. found, 590.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056873B2
Source datasetuspto-grants-2015_06
ORD IDord-71a01f1e08e8494a8172e06a9c6f957e
Source noteuspto-grants-2015_06