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

Thiophenol → 1-cyclopropyl-3-((3-isopentyl-3H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one

HRID 632857
ノート
印刷プレビュー

反応式

HRID 632857 の反応式
Br[C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([CH2:11][N:12]3[C:16]4[CH:17]=[N:18][CH:19]=[CH:20][C:15]=4[N:14]([CH:21]4[CH2:23][CH2:22]4)[C:13]3=[O:24])[N:8]([CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[C:5]2=[N:6][CH:7]=1.C([O-])(=O)C.[K+].C1(S)C=CC=CC=1>CO.[Pd]>[CH:21]1([N:14]2[C:15]3[CH:20]=[CH:19][N:18]=[CH:17][C:16]=3[N:12]([CH2:11][C:9]3[N:8]([CH2:25][CH2:26][CH:27]([CH3:28])[CH3:29])[C:5]4=[N:6][CH:7]=[CH:2][CH:3]=[C:4]4[N:10]=3)[C:13]2=[O:24])[CH2:22][CH2:23]1
参加物反応条件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 7969ThiophenolHCID 517044Potassium AcetateHCID 679917843-((6-bromo-3-isopentyl-3H-imidazo[4,5-b]pyridin-2-yl)methyl)-1-cyclopropyl-1H-imidazo[4,5-c]pyridin-2(3H)-one

生成物 1

HCID 573788801-cyclopropyl-3-((3-isopentyl-3H-imidazo[4,5-b]pyridin-2-yl)methyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

To intermediate 16 (0.49 g, 1.09 mmol) in methanol (30 mL) were added potassium acetate (0.128 g, 1.3 mmol), thiophenol (0.5 mL) and wet 10% Pd/C (0.2 g). The reaction mixture was stirred at 25° C. under hydrogen atmosphere. After uptake of H2 (1 eq), the catalyst was filtered off and the filtrate was evaporated. The residue was dissolved in water and dichloromethane. The resulting mixture was successively extracted with dichloromethane dried over MgSO4 and concentrated. The residue was purified by column chromatography using dichloromethane/ methanol. The title compound 24 was collected as a white powder (333 mg, 81%). m/z=377 (M+H)+.

後処理

  1. filtrationAfter uptake of H2 (1 eq), the catalyst was filtered off
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in water
  4. extractionThe resulting mixture was successively extracted with dichloromethane
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography
  8. customThe title compound 24 was collected as a white powder (333 mg, 81%)

出典と根拠

ORDレコード
ord-52559a17e9c2471b860491300bb56b40
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09321767B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート