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Methanol → 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-pyridin-4-yl-3H-pyrimidin-4-one

HRID 2278535
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HRID 2278535 반응식
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][N:6]2[C:11](=[O:21])[CH2:12][C:13]1[NH:18][C:17](=[O:19])[CH:16]=[C:15](Cl)[N:14]=1.[N:22]1[CH:27]=[CH:26][C:25](B2OC(C)(C)C(C)(C)O2)=[CH:24][CH:23]=1.C(=O)([O-])[O-].[Cs+].[Cs+].CO>O1CCOCC1.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(OCC)(=O)C>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][N:6]2[C:11](=[O:21])[CH2:12][C:13]1[NH:18][C:17](=[O:19])[CH:16]=[C:15]([C:25]2[CH:26]=[CH:27][N:22]=[CH:23][CH:24]=2)[N:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 887MethanolHCID 10796Cesium carbonateHCID 27346484-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 1363786742-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-chloro-3H-pyrimidin-4-one

생성물 1

HCID 1360984722-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-pyridin-4-yl-3H-pyrimidin-4-one수율 29.8%

시약·촉매·용매

4
HCID 962Water촉매HCID 178418397HCID 178418397, 화합물촉매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

실험 절차

In a microwave tube, a mixture of 59 mg of 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-chloro-3H-pyrimidin-4-one, 88 mg of pyridine-4-boronic acid pinacol ester, 32 mg of tetrakis(triphenylphosphine)palladium and 0.26 ml of a 1.5M cesium carbonate solution in 1.25 ml of dioxane is microwave-irradiated for one and a half hours at 100° C. The reaction medium is taken up with a mixture of methanol, ethyl acetate and a few drops of water. The solid formed is filtered off and washed with water and then dried so as to give 20 mg of 2-[2-(4-fluoro-2,3-dihydroindol-1-yl)-2-oxoethyl]-6-pyridin-4-yl-3H-pyrimidin-4-one in the form of a beige solid, the characteristics of which are the following:

후처리

  1. customis microwave-irradiated for one and a half hours at 100° C
  2. customThe solid formed
  3. filtrationis filtered off
  4. washwashed with water
  5. customdried so as

출처 및 근거

ORD 기록
ord-76b90d01971944149eb7fcd73e55c9b5
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133168B2

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