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ChemicalBook CAS DataBase List 5,6,7,8-TETRAHYDRO-6-METHYL-1,6-NAPHTHYRIDIN-3-AMINE

5,6,7,8-TETRAHYDRO-6-METHYL-1,6-NAPHTHYRIDIN-3-AMINE synthesis

2synthesis methods
-

Yield: 100%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in 2-methyltetrahydrofuran;ethanol for 2 h;

Steps:

A18a Preparation of intermediate 129:
To a solution of intermediate 128 (1.50 g, 7.76 mmol) in EtOH (35 mL) and Me-THF (35 mL) was added Pd/C (10 wt. %) (826.24 mg, 0.77 mmol) and the mixture was stirred under H2 atmosphere for 2 h. The mixture was filtered over a pad of celite and the cake was washed with EtOH. The filtrate was evaporated in vacuo to give 1.33 g of intermediate 129 which crystallized upon standing (quant. yield, 95% purity based on 1H NMR, yellow oil).

References:

JANSSEN PHARMACEUTICA NV;STANSFIELD, Ian;QUEROLLE, Olivier, Alexis, Georges;LIGNY, Yannick, Aimé, Eddy;GROSS, Gerhard, Max;JACOBY, Edgar;MEERPOEL, Lieven;GREEN, Simon, Richard;HYND, George;KULAGOWSKI, Janusz, Jozef;MACLEOD, Calum;MANN, Samuel, Edward WO2018/2219, 2018, A1 Location in patent:Page/Page column 290; 291

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