Water → 1-(4-Chloro-[1,3,5]-triazin-2-yl)-5-methanesulfonyl-2,3-dihydro-1H-indole

HRID 448575

反応式

HRID 448575 の反応式
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][CH2:9][CH2:8]2)(=[O:4])=[O:3].[Cl:14][C:15]1[N:20]=[C:19](Cl)[N:18]=[CH:17][N:16]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O>O1CCOCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1C=CC(P(C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:14][C:15]1[N:20]=[CH:19][N:18]=[C:17]([N:10]2[C:11]3[C:7](=[CH:6][C:5]([S:2]([CH3:1])(=[O:4])=[O:3])=[CH:13][CH:12]=3)[CH2:8][CH2:9]2)[N:16]=1

参加物

8

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 178102,4-Dichloro-1,3,5-triazineHCID 27361365-(Methanesulfonyl)-2,3-dihydro-1H-indole

生成物 1

HCID 866501751-(4-Chloro-[1,3,5]-triazin-2-yl)-5-methanesulfonyl-2,3-dihydro-1H-indole収率 83.7%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 634876Binap, (A+-)-触媒HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

5-Methanesulfonyl-2,3-dihydro-1H-indole (79 mg, 0.4 mmol) was dissolved in dioxane (2 mL). 2,4-Dichloro-[1,3,5]-triazine (60 mg, 1 eq), palladium acetate (11 mg, 5% molar), (+/−)binap (15 mg, 8% molar) and cesium carbonate (131 mg, 1 eq) were added and the reaction mixture was heated at 100° C. for 4 h. The mixture was cooled to room temperature and water was added. The mixture was filtered through celite and washed three times with dioxane. The collected filtrate was evaporated to dryness to give 11a (104 mg) which was used for the next step without further purification.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationThe mixture was filtered through celite
  3. washwashed three times with dioxane
  4. customThe collected filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-c6be3730c18143329c854589768305da
出典データセット
uspto-grants-2013_07
特許番号
US08481731B2

関連ノート

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