Hantzsch ester → HCID 178517028, 화합물

HRID 928826노트

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HRID 928826 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[OH:13].BrC1C=C2C(=CC=1)N=C(Cl)C(CC1C=CC(C#N)=CC=1)=C2Cl.[F:36][C:37]([F:47])([F:46])[C:38]1[CH:45]=[CH:44][C:41]([CH:42]=O)=[CH:40][N:39]=1.CC1NC(C)=C(C(OCC)=O)CC=1C(OCC)=O>N1C=CC=CC=1.C(O)(C)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([OH:12])[C:6]([CH2:42][C:41]1[CH:40]=[N:39][C:38]([C:37]([F:47])([F:36])[F:46])=[CH:45][CH:44]=1)=[C:5]2[OH:13]

참가 물질

7

반응물 4

HCID 70849Hantzsch esterHCID 27777626-(Trifluoromethyl)pyridine-3-carboxaldehydeHCID 546894466-Bromo-4-hydroxyquinolin-2(1H)-oneHCID 867156224-((6-Bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrile

생성물 1

HCID 178517028HCID 178517028, 화합물

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 3776Isopropanol용매

실험 절차

6-Bromo-4-hydroxyquinolin-2(1H)-one (3.2 g, 18.3 mmol, Intermediate 44: step a), 6-(trifluoromethyl)nicotinaldehyde (4.0 g, 16.7 mmol), and diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (4.2 g, 16.7 mmol), in pyridine (34 mL) were heated to 105° C. for 3 hours. The solution was allowed to cool to ambient temperature, resulting in the formation of solid. Minimal isopropanol was added to the mixture and the slurry was stirred for 1 hour, sonicated, and filtered. The filtered solids were rinsed with isopropanol and dried under continuous air flow to provide the title compound as an off-white solid. Additional product was recrystallized from the filtrate, filtered, and rinsed with isopropanol.

후처리

  1. customresulting in the formation of solid
  2. customsonicated
  3. filtrationfiltered
  4. washThe filtered solids were rinsed with isopropanol
  5. customdried under continuous air flow

출처 및 근거

ORD 기록
ord-11015ede2ee94c10a4909aeb12956f56
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290476B2

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