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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092756Generated: October 25, 2026

Methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(4-fluoro-3-methylphenylamino)nicotinate → tert-Butyl (1S,2R)-2-(4-(4-fluoro-3-methylphenylamino)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate

https://huagongshe.com/reaction/2092756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(4-fluoro-3-methylphenylamino)nicotinateHCID 67237937—
CatalystPlatinum oxide (PtO)HCID 82844—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Producttert-Butyl (1S,2R)-2-(4-(4-fluoro-3-methylphenylamino)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamateHCID 8665470770.6%

Reaction Steps

A mixture of methyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-cyano-2-(4-fluoro-3-methylphenylamino)nicotinate (75 mg, 0.151 mmol) and platinum oxide (34.2 mg, 0.151 mmol) in DCM (2 mL) and HOAc (0.5 mL) was stirred at RT under H2 atmosphere. The mixture was subsequently filtered through Celite. The filtrate was concentrated and the residue was purified by preparative HPLC to give the title compound (50 mg, 70.6%). [M+H] calc'd for C25H32FN5O3, 470. found, 470.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440689B2
Source datasetuspto-grants-2013_05
ORD IDord-6285ae211c2b44a887c47df628244c6b
Source noteuspto-grants-2013_05