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Pyridine → HCID 136352208, Verbindung

HRID 1631657
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1631657
N1C=CC=CC=1.Cl.CN(C)CCCN=C=NCC.[S:19]1[CH:23]=[CH:22][C:21]2[C:24]([NH2:28])=[CH:25][CH:26]=[CH:27][C:20]1=2.[N:29]1([C:35]2[N:36]=[C:37]([CH2:42][C:43]([O-])=[O:44])[NH:38][C:39](=[O:41])[CH:40]=2)[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1.[Na+]>CN(C)C=O>[S:19]1[C:20]2[CH:27]=[CH:26][CH:25]=[C:24]([NH:28][C:43](=[O:44])[CH2:42][C:37]3[NH:38][C:39](=[O:41])[CH:40]=[C:35]([N:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)[N:36]=3)[C:21]=2[CH:22]=[CH:23]1
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Komponenten

6

Edukt 4

HCID 1049PyridineHCID 298484Benzo(b)thiophen-4-ylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 136041844Sodium (4-morpholin-4-yl-6-oxo-1,6-dihydropyrimidin-2-yl)acetate

Produkt 1

HCID 136352208HCID 136352208, VerbindungAusbeute 73,9 %

Reagenzien, Katalysatoren, Lösungsmittel

1
HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2 ml of pyridine, 257 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride and 223 mg of benzo[B]thiophen-4-ylamine are added to a solution of 250 mg of sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate prepared in stage 2 of example 1, in 2 ml of N,N-dimethylformamide. The reaction mixture is stirred at ambient temperature for 15 hours, and then concentrated under reduced pressure. Water and ethyl acetate are added and the resulting mixture is thus stirred for 30 minutes. The precipitate formed is filtered off, and rinsed with water, ethyl ether and petroleum ether. The solid obtained is dried under vacuum. 262 mg of N-(1-benzothiophen-4-yl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetamide are obtained in the formed of an off-white solid, the characteristics of which are the following:

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. additionWater and ethyl acetate are added
  3. stirringthe resulting mixture is thus stirred for 30 minutes
  4. customThe precipitate formed
  5. filtrationis filtered off
  6. washrinsed with water, ethyl ether and petroleum ether
  7. customThe solid obtained
  8. customis dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-fe84703a600848f4b2d1a8b13699b42b
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08791255B2

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