Реакция #1910005

Уравнение реакции

2-[(6-bromo-2-pyridinyl)amino]-5-bromothiazole

3-carboxy-4-methylthiophenol

sodium methoxide

sodium methoxide

→

titled compound

Выход 81.3%

5-[[2-[N-(6-Bromopyridin-2-yl)amino]thiazol-5-yl]thio]-2-methylbenzoic acid

Выход 81.3%

Растворители

methanol

THF

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated to 54° C. for 16 h
2. 2
   Концентрированиеconcentrated
3. 3
   workup.ADDITIONThe residue was diluted with 1 N aqueous HCl solution at 0° C.
4. 4
   ФильтрацияThe precipitated solid was filtered
5. 5
   Промывкаwashed several times with water and ether
6. 6
   Сушкаdried in vacuo over P2O5

Методика

A suspension of 2-[(6-bromo-2-pyridinyl)amino]-5-bromothiazole (100 mg, 0.3 mmol), 3-carboxy-4-methylthiophenol (170 mg, 0.98 mmol) and sodium methoxide (210 μL, 25% w/w solution in methanol, 0.9 mmol) in methanol (4.9 mL) and THF (2 mL) was heated to 54° C. for 5.5 h. Supplemental sodium methoxide solution (1.42 mL) was added in portions over a period of 5 h. The mixture was heated to 54° C. for 16 h and concentrated. The residue was diluted with 1 N aqueous HCl solution at 0° C. and stirred for several minutes. The precipitated solid was filtered, washed several times with water and ether, and dried in vacuo over P2O5. Trituration with ether afforded the titled compound (103 mg, 81%) as an off-white solid.

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