3-멀갚토-4찌롤로피리딘의 합성

Synthesis of 3-mercapto-4Hpyrrolopyridine

Dilithiation of 4-(pivaloylamino)pyridine (5) followed by reaction with tetraisopropylthiuram disulfide(TITD) gave rise to 3-(diisopropyldithiocarbamato) 4- pivaloylamino)pyridine (6). 3-Mercapto- 4H-pyrrolopyridine(2) was synthesized from compound 6 by two methods. The first method was that compound 6 was treated with 5M-HCI to form 2-t-butykhiazolo [5,4-c]pyridine (7) and hydrolysed in refluxing 10% NaOH and solid NaOH to prepare bis(4-amino-3-pyridyl)disulfide (8). And compound 8 was reacted with 2,5-dimethoxyteytetrahydrofuran and NaBH4 to afford compound 2. The second method was that compound 6 was hydrolysed with 10% NaOH and followed to react with 2,5-dimethox-ytetrahydmfuran to form compound 11. And then compound 11 was treated with 20% ethanolic KOH solution to synthesize compound 2.