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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173057Generated: November 1, 2026

Diisopropylethylamine → HCID 86727254, compound

https://huagongshe.com/reaction/2173057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(1S,2R)-Cyclohexane-1,2-diamine, N1-BOC protectedHCID 1514389—
Reactanttert-Butyl 4,6-dichloro-7-fluoro-3-oxo-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylateHCID 86654739—
SolventDimethyl SulfoxideHCID 679—
SolventIsopropanolHCID 3776—
ProductHCID 86727254HCID 8672725432.1%

Reaction Steps

To a flask containing a mixture of tert-butyl 4,6-dichloro-7-fluoro-3-oxo-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate (1 g, 2.98 mmol) in 2-propanol (7 mL) was added tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate (767 mg, 3.58 mmol) dissolved in DMSO (1.2 mL) followed by DIPEA (0.677 mL, 3.88 mmol). The flask was equipped with a condenser and nitrogen blanket and was lowered into a 90° C. oil bath, where the reaction mixture was allowed to stir for 16 h. The mixture was subsequently purified via preparative HPLC to give the title compound as a white solid (490 mg, 32%). [M+H] calc'd for C19H26ClFN4O3, 413. found, 413.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056873B2
Source datasetuspto-grants-2015_06
ORD IDord-52ecbf41c87c4572a1d253b88f4d38df
Source noteuspto-grants-2015_06