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1361381-55-6

1,6-Naphthyridine-3-carboxylic acid, 5,6,7,8-tetrahydro-, methyl ester, hydrochloride (1:1) synthesis

2synthesis methods
1,6-Naphthyridine-3,6(5H)-dicarboxylic acid, 7,8-dihydro-, 6-(1,1-dimethylethyl) 3-methyl ester

1361381-54-5
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1,6-Naphthyridine-3-carboxylic acid, 5,6,7,8-tetrahydro-, methyl ester, hydrochloride (1:1)

1361381-55-6
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Yield:1361381-55-6 100%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane;

Steps:

8.3

Step 3: methyl 5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylate hydrochloride To a flask was added 6-tert-butyl 3-methyl 7,8-dihydro-1,6-naphthyridine-3,6(5H)-dicarboxylate (1.79 g, 6.12 mmol) and hydrochloric acid (23.0 mL, 91.8 mmol, 4.0 M in 1,4-dioxane). The mixture was stirred at rt for 1 h. The solvent was completely evaporated to yield methyl 5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylate hydrochloride (1.64 g, 100%). LC-MS: (FA) ES+ 193.

References:

US2012/53201,2012,A1 Location in patent:Page/Page column 48