3-Pyridinamine, 6-[(2-methyl-3-pyridinyl)oxy]- synthesis
- Product Name:3-Pyridinamine, 6-[(2-methyl-3-pyridinyl)oxy]-
- CAS Number:181633-42-1
- Molecular formula:C11H11N3O
- Molecular Weight:201.22
200940-26-7
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181633-42-1
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Yield:181633-42-1 89%
Reaction Conditions:
with hydrogenchloride;tin(ll) chloride in ethanol;water; for 0.833333 - 1 h;
Steps:
1
EXAMPLE 1 Preparation of benzofuran-3-sulfonic acid[6-(2-methyl-pyridine-3-yloxy)-pyridine-3-yl]-amide 2-methyl-3-hydroxy pyridine (1 g, 9.16 mol) was dissolved in DMF (30 ml) and the solution was stirred with NaH (390 mg, 9.62 mmol) and 2-chloro-5-nitropyridine (1.45 g, 9.16 mmol) at room temperature for 1 hour. And then, the product was filtered and washed, dried under reduced pressures to yield a solid product (2.12 g, 100%). The solid product (2.12 g) was added to a mixed solution of ethanol (62 ml) and hydrochloric acid (16 ml). SnCl2 (7.23 g, 32 mmol) was added to the mixture and stirred for 50 min to 1 hour. Subsequently, the product was filtered, washed, and then dried to prepare a bispyridine ester amine compound,(1.63 g, 89%). Benzofuran (2 g, 16.9 mmol) was added to a solution in which sulfonyl chloride (3.88 g, 28.8 mmol) was dissolved in DMF (6.4 ml) at 0° C., and the mixture was stirred at 85° C. for 3 hours. After the reaction was completed, the product was filtered, washed, and dried to prepare benzofuran-3-sulfonylchloride (6 g, 28 mmol).
References:
US2009/258876,2009,A1 Location in patent:Page/Page column 8
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