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-[5-(6-Chloro-5-methylsulfonyl-pyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamide

HRID 252697
ノート
印刷プレビュー

反応式

HRID 252697 の反応式
Br[C:2]1[CH:3]=[C:4]([S:9]([CH3:12])(=[O:11])=[O:10])[C:5]([Cl:8])=[N:6][CH:7]=1.ClCCl.B1(B2OC(C)(C)C(C)(C)O2)OC(C)(C)C(C)(C)O1.C([O-])(=O)C.[K+].I[C:40]1[S:44][C:43]([NH:45][C:46](=[O:48])[CH3:47])=[N:42][C:41]=1[CH3:49].C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(O)C>[Cl:8][C:5]1[N:6]=[CH:7][C:2]([C:40]2[S:44][C:43]([NH:45][C:46](=[O:48])[CH3:47])=[N:42][C:41]=2[CH3:49])=[CH:3][C:4]=1[S:9]([CH3:12])(=[O:11])=[O:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

10

反応物 6

HCID 6344Dichloromethane2 回HCID 10340Sodium CarbonateHCID 517044Potassium AcetateHCID 2733548Bis(pinacolato)diboraneHCID 57417074N-(5-Iodo-4-methyl-2-thiazolyl)acetamideHCID 584479345-Bromo-2-chloro-3-(methylsulfonyl)pyridine

生成物 1

HCID 86620379
N-[5-(6-Chloro-5-methylsulfonyl-pyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamide

試薬・触媒・溶媒 3

HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒2 回HCID 702Ethanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of 5-bromo-2-chloro-3-methylsulfonylpyridine (0.135 g, 0.5 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) 1:1 complex with dichloromethane (24 mg, 0.03 mmol), bis(pinacolato)diboron (0.135 g, 0.53 mmol) and potassium acetate (0.147 g, 1.5 mmol) in 1,4-dioxane (4 mL) was heated at 80° C. for 18 hours. The reaction mixture was cooled and N-(5-iodo-4-methyl-1,3-thiazol-2-yl)acetamide (100 mg, 0.35 mmol), 2M aqueous sodium carbonate (1.25 mL, 2.5 mmol), ethanol (0.6 mL) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) 1:1 complex with dichloromethane (12 mg, 0.015 mmol) were added. The resultant mixture was heated again at 80° C. for 8 hours. The resultant mixture was filtered through a plug of celite and purified with preparative HPLC (Method A) to give the title compound (30 mg, 17%; retention time

後処理

  1. temperatureThe reaction mixture was cooled
  2. filtrationThe resultant mixture was filtered through a plug of celite
  3. custompurified with preparative HPLC (Method A)

出典と根拠

ORDレコード
ord-9120a475908a4278a393aa7264e33b75
出典データセット
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07868188B2

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