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Hydrochloric Acid → 1-(4-Fluoro-2,3-dihydroindol-1-yl)-2-(4-methoxy-6-chloropyrimidin-2-yl)ethanone

HRID 2278531
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HRID 2278531 반응식
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][NH:6]2.Cl.CN(C)CCCN=C=NCC.[Na].[CH3:24][O:25][C:26]1[CH:31]=[C:30]([Cl:32])[N:29]=[C:28]([CH2:33][C:34](O)=[O:35])[N:27]=1.Cl>CN(C=O)C.N1C=CC=CC=1.C(OCC)C.O.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:34](=[O:35])[CH2:33][C:28]1[N:27]=[C:26]([O:25][CH3:24])[CH:31]=[C:30]([Cl:32])[N:29]=1
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참가 물질

11

반응물 5

HCID 313Hydrochloric AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 5360545SodiumHCID 12420761(4-Chloro-6-methoxypyrimidin-2-yl)acetic acidHCID 162444404-Fluoro-2,3-dihydro-1H-indole

생성물 1

HCID 866992651-(4-Fluoro-2,3-dihydroindol-1-yl)-2-(4-methoxy-6-chloropyrimidin-2-yl)ethanone

시약·촉매·용매 5

HCID 962Water용매HCID 1049Pyridine용매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

3.32 g of 4-fluoro-2,3-dihydro-1H-indole and 5.56 g of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride are added to a solution of 5.4 g of the sodium salt of (4-methoxy-6-chloropyrimidin-2-yl)acetic acid in 50 ml of DMF and 4.3 ml of pyridine. The reaction medium is stirred at ambient temperature for one hour. 200 ml of ethyl acetate and 100 ml of water are added, and also 1N hydrochloric acid to pH=5-6. After settling out, the organic phase is dried over magnesium sulfate, filtered, and then concentrated under reduced pressure. The oil obtained is taken up with ethyl ether. The solid formed is filtered off so as to give 2.2 g of 1-(4-fluoro-2,3-dihydroindol-1-yl)-2-(4-methoxy-6-chloropyrimidin-2-yl)ethanone in the form of an orangey-colored solid, the characteristics of which are the following:

후처리

  1. dry with materialthe organic phase is dried over magnesium sulfate
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customThe oil obtained
  5. customThe solid formed
  6. filtrationis filtered off so as

출처 및 근거

ORD 기록
ord-89227cdda80b4de69f572f596545ec28
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133168B2

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