Water → 5H-Cyclopenta(d)pyrazolo(1,5-a)pyrimidin-8-amine, 3-(2-chloro-4-methoxyphenyl)-N-(1-ethylpropyl)-6,7-dihydro-2-methyl-

HRID 550777

Reaktionsgleichung

Reaktionsgleichung von HRID 550777
Cl[C:2]1[N:7]2[N:8]=[C:9]([CH3:20])[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=3[Cl:19])=[C:6]2[N:5]=[C:4]2[CH2:21][CH2:22][CH2:23][C:3]=12.C(N(CC)CC)C.[NH2:31][CH:32]([CH2:35][CH3:36])[CH2:33][CH3:34].O>CN(C)C(=O)C.C(O)(C)C>[CH3:34][CH2:33][CH:32]([NH:31][C:2]1[N:7]2[N:8]=[C:9]([CH3:20])[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=3[Cl:19])=[C:6]2[N:5]=[C:4]2[CH2:21][CH2:22][CH2:23][C:3]=12)[CH2:35][CH3:36]

Komponenten

7

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 120193-PentanamineHCID 116388188-chloro-2-methyl-3-(2-chloro-4-methoxyphenyl)-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1,5-a]pyrimidine

Produkt 1

HCID 98010395H-Cyclopenta(d)pyrazolo(1,5-a)pyrimidin-8-amine, 3-(2-chloro-4-methoxyphenyl)-N-(1-ethylpropyl)-6,7-dihydro-2-methyl-Ausbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3776IsopropanolLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

Under argon gas atmosphere, a mixture of a solution of the compound prepared in Example 5 (177.6 g) in N,N-dimethylacetamide (355 mL) and a solution of triethylamine (103.2 g) and 3-aminopentane (88.9 g) in isopropyl alcohol (178 mL) was stirred for 4 hours at 95 to 105° C. of internal temperature. Water was poured into the reaction solution that was cooled to 70 to 80° C. of internal temperature. The diluted solution was cooled to 50 to 60° C. of internal temperature, and then after the crystal was precipitated, the solution was stirred for 30 minutes. Furthermore, water was poured into the solution, and the diluted solution was stirred for 1 hour at 20 to 30° C. of internal temperature. The precipitated crystal was collected by filtration, and the obtained crystal was dried under reduced pressure for 14 hours or more at about 50° C. to give the crude crystal of the title compound (174 g, (97.4 area %), quantitative value: 85% (two process)).

Aufarbeitung

  1. temperatureThe diluted solution was cooled to 50 to 60° C. of internal temperature
  2. customafter the crystal was precipitated
  3. additionFurthermore, water was poured into the solution
  4. stirringthe diluted solution was stirred for 1 hour at 20 to 30° C. of internal temperature
  5. filtrationThe precipitated crystal was collected by filtration
  6. customthe obtained crystal was dried under reduced pressure for 14 hours or more at about 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-888d792c538d4e50af3256d6066278ce
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07947697B1

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