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Phenol → 4-(Trifluoromethyl)benzyl-7-(4-chloro-phenyl)-8-phenoxy-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one

HRID 2224275
ノート
印刷プレビュー

反応式

HRID 2224275 の反応式
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:27]=[CH:26][C:6]([CH2:7][N:8]2[C:24](=[O:25])[N:11]3[N:12]=[CH:13][C:14]([C:17]4[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=4)=[C:15](Cl)[C:10]3=[N:9]2)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[C:36]1([OH:42])[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>CN(C=O)C.[OH-].[Na+]>[F:29][C:2]([F:1])([F:28])[C:3]1[CH:27]=[CH:26][C:6]([CH2:7][N:8]2[C:24](=[O:25])[N:11]3[N:12]=[CH:13][C:14]([C:17]4[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=4)=[C:15]([O:42][C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:10]3=[N:9]2)=[CH:5][CH:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 996PhenolHCID 11430Potassium CarbonateHCID 597166974-(Trifluoromethyl)benzyl-8-chloro-7-(4-chlorophenyl)-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one

生成物 1

HCID 597168494-(Trifluoromethyl)benzyl-7-(4-chloro-phenyl)-8-phenoxy-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒
HCID 14798
Sodium Hydroxide
溶媒

実験手順

To a solution of 2-(4-(trifluoromethyl)benzyl-8-chloro-7-(4-chlorophenyl)-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one (16.5 mg, 0.376 mmol) prepared as described in Example 359, in 0.3 mL of DMF at RT, potassium carbonate (19.4 mg, 0.14 mmol) was added followed by phenol (13.2 mg, 0.14 mmol). The mixture was stirred for 4 h. After this time, the reaction mixture was diluted with 5 mL of 1N aqueous sodium hydroxide. The precipitate was collected by filtration and washed with 1N aqueous NaOH, and water. The solid was dried to the title compound, 2-(4-(trifluoromethyl)benzyl-7-(4-chlorophenyl)-8-phenoxy-2H-[1,2,4]triazolo[4,3-b]pyridazin-3-one (15.8 mg) as light yellow solid. HPLC RT: 4.02 min; MS, M+H=497; 1H NMR (CDCl3): δ 8.21 (s, 1H), 7.52-6.97 (m, 13H), 5.12 (s, 2H).

後処理

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with 1N aqueous NaOH, and water
  3. dry with materialThe solid was dried to the title compound

出典と根拠

ORDレコード
ord-cb7c2eebb9af422ea148b10a2c6ca92e
出典データセット
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07378418B2

反応ノート

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