Sodium Hydroxide → 6-Amino-4-[4-(2-hydroxyethoxy)phenyl]-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile

HRID 508174노트

반응식

HRID 508174 반응식
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][OH:19])=[CH:12][CH:11]=2)[C:5]([C:20]#[N:21])=[C:4](SC2C=CC=CC=2)[N:3]=1.[OH-:29].[Na+]>C(O)C>[NH2:1][C:2]1[NH:3][C:4](=[O:29])[C:5]([C:20]#[N:21])=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][OH:19])=[CH:12][CH:11]=2)[C:7]=1[C:8]#[N:9]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 666304992-Amino-4-[4-(2-hydroxyethoxy)phenyl]-6-phenylthiopyridine-3,5-dicarbonitrile

생성물 1

HCID 672161816-Amino-4-[4-(2-hydroxyethoxy)phenyl]-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

500 mg (1.29 mmol) of the compound from Example 99A are initially charged in 6.4 ml of ethanol. After addition of 2.57 g (28.96 mmol) of sodium hydroxide, the mixture is stirred at 80° C. for 30 min, and a clear solution is formed. After cooling to RT, the solvent is removed on a rotary evaporator. The residue is taken up in 3 ml of water and acidified with 1 N hydrochloric acid until a yellowish precipitate is formed. The suspension is stirred at RT for 3 h. The precipitate is filtered off, washed with about 5 ml of water and a little ethanol and then recrystallized from about 10 ml of ethanol. The product obtained in this manner is used without further purification in the subsequent reactions.

후처리

  1. customa clear solution is formed
  2. temperatureAfter cooling to RT
  3. customthe solvent is removed on a rotary evaporator
  4. customis formed
  5. stirringThe suspension is stirred at RT for 3 h
  6. filtrationThe precipitate is filtered off
  7. washwashed with about 5 ml of water
  8. customa little ethanol and then recrystallized from about 10 ml of ethanol
  9. customThe product obtained in this manner
  10. customis used without further purification in the subsequent reactions

출처 및 근거

ORD 기록
ord-963d645643a140edb98468049189ceca
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09095582B2

반응 노트

불러오는 중…