ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Dichloromethane → N-(1-(6-(4-Cyanophenyl)-4,5-dimethylpyridazin-3-yl)piperidin-4-yl)-N-methyl-4-(trifluoromethyl)nicotinamide hydrochloride

HRID 1890774
ノート
印刷プレビュー

反応式

HRID 1890774 の反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[C:6]([N:9]2[CH2:14][CH2:13][CH:12]([NH:15][CH3:16])[CH2:11][CH2:10]2)[N:5]=[N:4][C:3]=1[C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1.[F:25][C:26]([F:37])([F:36])[C:27]1[C:32]([C:33]([OH:35])=O)=[CH:31][N:30]=[CH:29][CH:28]=1.C(N(CC)CC)C.CCN=C=NCCCN(C)C.C(Cl)[Cl:57]>O>[ClH:57].[C:21]([C:20]1[CH:23]=[CH:24][C:17]([C:3]2[N:4]=[N:5][C:6]([N:9]3[CH2:14][CH2:13][CH:12]([N:15]([CH3:16])[C:33](=[O:35])[C:32]4[C:27]([C:26]([F:25])([F:37])[F:36])=[CH:28][CH:29]=[N:30][CH:31]=4)[CH2:11][CH2:10]3)=[C:7]([CH3:8])[C:2]=2[CH3:1])=[CH:18][CH:19]=1)#[N:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 27775493-Pyridinecarboxylic acid, 4-(trifluoromethyl)-HCID 67370777HCID 67370777、化合物

生成物 1

HCID 46203697N-(1-(6-(4-Cyanophenyl)-4,5-dimethylpyridazin-3-yl)piperidin-4-yl)-N-methyl-4-(trifluoromethyl)nicotinamide hydrochloride
収率 49%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Treat a solution of 4-(4,5-dimethyl-6-(4-(methylamino)piperidin-1-yl)pyridazin-3-yl)benzonitrile (102 mg, 0.32 mmol), 4-(trifluoromethyl)nicotinic acid (81 mg, 0.42 mmol), triethylamine (0.07 mL, 0.5 mmol) in CH2Cl2 (4 mL) with EDCI (99 mg, 0.52 mmol) and stir for 3 d. Pour the reaction mixture into H2O and extract with EtOAc. Wash the organic layer with H2O, dry over Na2SO4, filter, and concentrate under reduced pressure. Purify by flash silica gel chromatography (gradient of 0 to 10% MeOH in CH2Cl2). Dissolve the free base in MeOH (2 mL) and add 1 M HCl in Et2O (0.5 mL). Concentrate to provide the title compound (82 mg, 49%). ES/MS m/z 495.2 (M+1).

後処理

  1. extractionextract with EtOAc
  2. washWash the organic layer with H2O
  3. dry with materialdry over Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate under reduced pressure
  6. customPurify by flash silica gel chromatography (gradient of 0 to 10% MeOH in CH2Cl2)
  7. dissolutionDissolve the free base in MeOH (2 mL)
  8. additionadd 1 M HCl in Et2O (0.5 mL)
  9. concentrationConcentrate

出典と根拠

ORDレコード
ord-9ed8c64485e54a3a85d5aaa44840e3a1
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08507490B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート