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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 711462Generated: October 31, 2026

Trifluoroacetic acid → 6-((1R,2S)-2-Aminocyclohexylamino)-4-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,4-c]pyridin-3(2H)-one

https://huagongshe.com/reaction/711462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl (1S,2R)-2-(4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamateHCID 86654709—
SolventDichloromethaneHCID 6344—
Product6-((1R,2S)-2-Aminocyclohexylamino)-4-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,4-c]pyridin-3(2H)-oneHCID 5325227514%

Reaction Steps

A mixture of tert-butyl (1S,2R)-2-(4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate (94 mg, 0.22 mmol) and TFA (1 mL, 12.98 mmol) in DCM (1 mL) was stirred at RT for 2 h. The mixture was subsequently concentrated. The residue was purified by preparative HPLC (01-25; 5.45 min) and basified to give the title compound as a yellow solid (10 mg, 14%). 1H NMR (500 MHz, DMSO-d6) δ ppm 122-1.61 (m, 8H), 3.63 (s, 3H), 4.19 (s, 2H), 6.46 (br s, 1H), 7.98 (s, 1H), 8.29 (s, 1H), 8.85 (s, 1H). [M+H] calc'd for C17H22N6O, 327. found, 327.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181255B2
Source datasetuspto-grants-2015_11
ORD IDord-57af5048315d4246a2318a61bfaa175f
Source noteuspto-grants-2015_11