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

HRID 448575

반응식

HRID 448575 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 634876Binap, (A+-)-촉매HCID 312751,4-Dioxane용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c6be3730c18143329c854589768305da
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481731B2

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