1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → n-(6-Amino-1-ethyl-2,4-dioxo(1,3-dihydropyrimidin-5-yl))(1-{[3-(trifluoromethyl)phenyl]methyl} pyrazol-4-yl)carboxamide

HRID 1258031

Reaktionsgleichung

Reaktionsgleichung von HRID 1258031
[NH2:1][C:2]1[C:3](=[O:12])[NH:4][C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=1[NH2:8].[F:13][C:14]([F:31])([F:30])[C:15]1[CH:16]=[C:17]([CH2:21][N:22]2[CH:26]=[C:25]([C:27](O)=[O:28])[CH:24]=[N:23]2)[CH:18]=[CH:19][CH:20]=1.Cl.CN(C)CCCN=C=NCC>CO>[NH2:8][C:7]1[N:6]([CH2:9][CH3:10])[C:5](=[O:11])[NH:4][C:3](=[O:12])[C:2]=1[NH:1][C:27]([C:25]1[CH:24]=[N:23][N:22]([CH2:21][C:17]2[CH:18]=[CH:19][CH:20]=[C:15]([C:14]([F:31])([F:13])[F:30])[CH:16]=2)[CH:26]=1)=[O:28]

Komponenten

5

Edukt 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 114927411-(3-(Trifluoromethyl)benzyl)-1H-pyrazole-4-carboxylic acidHCID 219163605,6-Diamino-1-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Produkt 1

HCID 21916363n-(6-Amino-1-ethyl-2,4-dioxo(1,3-dihydropyrimidin-5-yl))(1-{[3-(trifluoromethyl)phenyl]methyl} pyrazol-4-yl)carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a mixture of 5,6-diamino-1-ethyl-1,3-dihydropyrimidine-2,4-dione (2 g, 11.76 mmol) and 1-{[3-(trifluoromethyl)phenyl]methyl}pyrazole-4-carboxylic acid (3.5 g, 12.94 mmol) in methanol (50 ml) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.47 g, 12.94 mmol), and the reaction mixture was stirred for 16 hours at room temperature. Solvent was removed under reduced pressure, and the residue was washed with water and methanol. The product was dried under vacuum to provide N-(6-amino-1-ethyl-2,4-dioxo(1,3-dihydropyrimidin-5-yl))(1-{[3-(trifluoromethyl)phenyl]methyl}pyrazol-4-yl)carboxamide, a compound of formula (16).

Aufarbeitung

  1. customSolvent was removed under reduced pressure
  2. washthe residue was washed with water and methanol
  3. customThe product was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9cd25e01cc0441c0a7f446034f93b7c9
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466129B2

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