6-[4-(3-BENZYL-5-TRIFLUOROMETHYL-3H-[1,2,3]TRIAZOLE-4-CARBONYL)PIPERAZIN-1-YL]PYRIDAZINE-3-CARBOXYLIC Acid (3-METHYLBUTYL)AMIDE → 6-[4-(5-trifluoromethyl-3H-[1,2,3]triazole-4-carbonyl)-piperazin-1-yl]pyridazine-3-carboxylic acid (3-methylbutyl)amide

HRID 2356510ノート

反応式

HRID 2356510 の反応式
[CH3:1][CH:2]([CH3:38])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[N:9]=[N:10][C:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20]([C:22]3[N:23](CC4C=CC=CC=4)[N:24]=[N:25][C:26]=3[C:27]([F:30])([F:29])[F:28])=[O:21])[CH2:16][CH2:15]2)=[CH:12][CH:13]=1)=[O:7]>CO.C(O)(=O)C.[Pd]>[CH3:1][CH:2]([CH3:38])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[N:9]=[N:10][C:11]([N:14]2[CH2:15][CH2:16][N:17]([C:20]([C:22]3[NH:23][N:24]=[N:25][C:26]=3[C:27]([F:29])([F:28])[F:30])=[O:21])[CH2:18][CH2:19]2)=[CH:12][CH:13]=1)=[O:7]

参加物

5

反応物 1

HCID 668495356-[4-(3-BENZYL-5-TRIFLUOROMETHYL-3H-[1,2,3]TRIAZOLE-4-CARBONYL)PIPERAZIN-1-YL]PYRIDAZINE-3-CARBOXYLIC Acid (3-METHYLBUTYL)AMIDE

生成物 1

HCID 1784464906-[4-(5-trifluoromethyl-3H-[1,2,3]triazole-4-carbonyl)-piperazin-1-yl]pyridazine-3-carboxylic acid (3-methylbutyl)amide収率 36.3%

試薬・触媒・溶媒 3

HCID 176Acetic Acid触媒HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

6-[4-(3-Benzyl-5-trifluoromethyl-3H-[1,2,3]triazole-4-carbonyl)piperazin-1-yl]pyridazine-3-carboxylic acid (3-methylbutyl)amide (0.4 g, 0.75 mmol) was dissolved in 10 mL of MeOH with 3 drops of acetic acid and 0.2 g of 10% Pd/C was added. The reaction mixture was kept under normal pressure of H2 at ambient temperature overnight. After filtration the reaction mixture was evaporated under reduced pressure and the residue was recrystallized from 3 mL of EtOH to give 120 mg (36% yield) of 6-[4-(5-trifluoromethyl-3H-[1,2,3]triazole-4-carbonyl)-piperazin-1-yl]pyridazine-3-carboxylic acid (3-methylbutyl)amide as a white powder. 1H NMR (500 MHz, Acetone-d6) 88.18, 7.91, 7.32, 3.92-3.72, 3.45, 1.67, 1.52, 0.92.

後処理

  1. additionwas added
  2. filtrationAfter filtration the reaction mixture
  3. customwas evaporated under reduced pressure
  4. customthe residue was recrystallized from 3 mL of EtOH

出典と根拠

ORDレコード
ord-5ad87bc92bce401fa593a92a6174ef99
出典データセット
uspto-grants-2010_07
特許番号
US07759348B2

反応ノート

読み込み中…