Potassium Carbonate → HCID 86620414、化合物

HRID 252737ノート

反応式

HRID 252737 の反応式
[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2].Cl[C:12]1[N:17]=[N:16][C:15]([NH:18][S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>[Br-].C(P(C(C)(C)C)C(C)(C)C)(C)(C)C.[Pd+]>[CH3:10][C:8]1[N:9]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[S:6][C:7]=1[C:12]1[N:17]=[N:16][C:15]([NH:18][S:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)(=[O:20])=[O:21])=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 2809072-Acetamido-4-methylthiazoleHCID 6407597N-(6-chloropyridazin-3-yl)benzenesulfonamide

生成物 1

HCID 86620414HCID 86620414、化合物収率 19.9%

試薬・触媒・溶媒 1

HCID 178454878HCID 178454878、化合物触媒

反応条件

温度
150 °C

実験手順

A mixture of 2-acetamido-4-methylthiazole (78 mg), N-(6-chloropyridazin-3-yl)benzenesulfonamide (80 mg), potassium carbonate (374 mg), palladium (I) tri-tert-butylphosphine bromide dimer (commercially available from Alfa Aesar (Johnson-Matthey company); 241 mg) and DMSO (5 mL) was purged with nitrogen. The resultant mixture was heated to 150° C. for 30 minutes. The mixture was cooled to room temperature, filtered and purified directly by preparative HPLC. There was thus obtained the title compound as a solid (23 mg); 1H NMR Spectrum: (DMSOd6) 2.15 (s, 3H), 2.46 (s, 3H), 7.53-7.60 (m, 3H), 7.78 (m, 1H), 7.86-7.88 (m, 2H), 7.95-7.97 (br d, 1H); Mass Spectrum: M+H+ 390.

後処理

  1. custom241 mg) and DMSO (5 mL) was purged with nitrogen
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationfiltered
  4. custompurified directly by preparative HPLC

出典と根拠

ORDレコード
ord-bd30feff0fd84b658f975a5142feb62a
出典データセット
uspto-grants-2011_01
特許番号
US07868188B2

反応ノート

読み込み中…