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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057041Generated: November 1, 2026

HCID 90067537, compound → HCID 90067631, compound

https://huagongshe.com/reaction/1057041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 90067537HCID 90067537—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 90067631HCID 9006763178.1%

Reaction Steps

tert-butyl 4-(2-((2-hydroxyethyl)(methyl)amino)-6-(4-methylpyridin-2-ylamino)pyridin-4-yl)-5,6-dihydropyridine-1(2H)-carboxylate (130 mg, 0.29 mmol) was dissolved in MeOH (50 mL). The resulting solution was hydrogenated in H-Cube hydrogenation reactor, with 10% Pd/C cartridge under 40 bar, eluded 1 mL/min at 30° C. for two times. The resulting mixture was again hydrogenated under 50 bar, 1 mL/min at 30° C. for three times. The solution was concentrated in vacuo to give 100 mg (76%) of the title compound as a clear yellow gum. It was carried on as is. 1H NMR (400 MHz, CDCl3) δ 8.09 (d, J=5.2 Hz, 1H), 7.35 (s, 1H), 6.96 (s, 1H), 6.65 (d, J=5.2 Hz, 1H), 6.61 (s, 1H), 5.92 (s, 1H), 4.30 (d, J=53.7 Hz, 2H), 3.87 (t, J=5.0 Hz, 2H), 3.75 (t, J=5.0 Hz, 2H), 3.07 (s, 3H), 2.78 (t, J=12.6 Hz, 2H), 2.59-2.51 (m, 1H), 2.31 (s, 3H), 1.82 (d, J=12.7 Hz, 2H), 1.70-1.56 (m, 2H), 1.49 (s, 9H). LC-MS: m/z=442 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399636B2
Source datasetuspto-grants-2016_07
ORD IDord-4619973722274acf9fa5f41e6600b402
Source noteuspto-grants-2016_07