1,4-Dioxane → HCID 44539726、化合物

HRID 1695809ノート

反応式

HRID 1695809 の反応式
[CH3:1][C@H:2]1[O:7][C@@H:6]([CH3:8])[CH2:5][N:4]([CH2:9][C:10]2[S:11][CH:12]=[C:13]([C:15]([NH:17][C:18]3[CH:26]=[C:25](B4OC(C)(C)CC(C)(C)O4)[CH:24]=[C:23]4[C:19]=3[CH:20]=[N:21][N:22]4[CH3:37])=[O:16])[N:14]=2)[CH2:3]1.Br[C:39]1[CH:40]=[C:41]([NH:46][S:47]([CH3:50])(=[O:49])=[O:48])[C:42]([Cl:45])=[N:43][CH:44]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].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].O>[Cl:45][C:42]1[N:43]=[CH:44][C:39]([C:25]2[CH:24]=[C:23]3[C:19]([CH:20]=[N:21][N:22]3[CH3:37])=[C:18]([NH:17][C:15]([C:13]3[N:14]=[C:10]([CH2:9][N:4]4[CH2:5][C@H:6]([CH3:8])[O:7][C@H:2]([CH3:1])[CH2:3]4)[S:11][CH:12]=3)=[O:16])[CH:26]=2)=[CH:40][C:41]=1[NH:46][S:47]([CH3:50])(=[O:49])=[O:48]

参加物

7

反応物 4

HCID 312751,4-DioxaneHCID 62657Potassium Phosphate, TribasicHCID 58255831HCID 58255831、化合物HCID 59519513N-(5-bromo-2-chloro-3-pyridinyl)methanesulfonamide

生成物 1

HCID 44539726HCID 44539726、化合物収率 48.4%

試薬・触媒・溶媒 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

2-{[(2R,6S)-2,6-Dimethyl-4-morpholinyl]methyl}-N-[1-methyl-6-(4,4,6,6-tetramethyl-1,3,2-dioxaborinan-2-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide (50 mg), N-(5-bromo-2-chloro-3-pyridinyl)methanesulfonamide (27 mg), tripotassium phosphate (61 mg) and Pd(dppf)Cl2 (7 mg) were added to 1,4-dioxane (0.5 ml) and water (0.5 ml) and heated under microwave irradiation for 10 min at 100° C. The reaction was passed through a 2 g silica SPE cartridge, washing with MeOH then evaporating to dryness. The residue was purified on silica, eluting with 0-100% EtOAc/cyclohexane over 30 min to give the title compound (27 mg).

後処理

  1. washwashing with MeOH
  2. customthen evaporating to dryness
  3. customThe residue was purified on silica
  4. washeluting with 0-100% EtOAc/cyclohexane over 30 min

出典と根拠

ORDレコード
ord-42bc976d7c744c168dce0c8bf55a4944
出典データセット
uspto-grants-2012_04
特許番号
US08163743B2

反応ノート

読み込み中…