Hantzsch ester → HCID 178517028、化合物

HRID 928826ノート

反応式

HRID 928826 の反応式
[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]

参加物

7

反応物 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

生成物 1

HCID 178517028HCID 178517028、化合物

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 3776Isopropanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-11015ede2ee94c10a4909aeb12956f56
出典データセット
uspto-grants-2016_03
特許番号
US09290476B2

反応ノート

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