تفاعل #466374

ord-33494b03eb36488483ef7c3cbee60780

معادلة التفاعل

Cl.O.O=C1CCNCC1
4-piperidone monohydrate hydrochloride
O=C([O-])O.[Na+]
sodium bicarbonate
COc1cc2ncc(C#N)c(Nc3ccc(F)c(Cl)c3)c2cc1NC(=O)C=CCBr
4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide
COc1cc2ncc(C#N)c(Nc3ccc(F)c(Cl)c3)c2cc1NC(=O)C=CCN1CCC(O)(O)CC1
4-(4,4-Dihydroxy-piperidin-1-yl)-but-2-enoic Acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe crude product was purified in the same manner as Example 117
  2. 2
    أخرىproduced 192 mg

الإجراء التجريبي

After the procedure of Example 117, 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide. (0.51 mmol.) was stirred in dimethylformamide with 4-piperidone monohydrate hydrochloride (470 mg., 3.06 mmol.), and sodium bicarbonate (386 mg., 4.59 mmol.), for 24 hours. The crude product was purified in the same manner as Example 117 and produced 192 mg. (72%) of the product as a yellow solid: mp 225-30° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06297258B1uspto-grants-2001_10