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Isopropanol → 9-(2-furanylmethyl)-N-(4-piperidinyl)-9H-purin-8-amine hemihydrate

HRID 2248808
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2248808
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:15]([NH:16][CH:17]2[CH2:22][CH2:21][N:20](C(OCC)=O)[CH2:19][CH2:18]2)=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][CH:12]=2.[OH-].[K+].CC(O)C>O>[OH2:1].[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:15]([NH:16][CH:17]2[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2)=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][CH:12]=2.[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:15]([NH:16][CH:17]2[CH2:18][CH2:19][NH:20][CH2:21][CH2:22]2)=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][CH:12]=2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 3776IsopropanolHCID 14797Potassium HydroxideHCID 19785341ethyl 4-[[9-(2-furanylmethyl)-9H-purin-8-yl]amino]-1-piperidinecarboxylate

Produkt 1

HCID 678787309-(2-furanylmethyl)-N-(4-piperidinyl)-9H-purin-8-amine hemihydrate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 60.5 parts of ethyl 4-[[9-(2-furanylmethyl)-9H-purin-8-yl]amino]-1-piperidinecarboxylate, 90 parts of potassium hydroxide, 800 parts of 2-propanol and 20 parts of water was stirred for 48 hours at reflux temperature. The reaction mixture was evaporated. The reaction mixture was poured into water while stirring. The product was filtered off and dried, yielding a first fraction of 36.2 parts of 9-(2-furanylmethyl)-N-(4-piperidinyl)-9H-purin-8-amine hemihydrate. The aqueous phase was extracted with dichloromethane. The organic layer was dried, filtered and evaporated. The oily residue was stirred in acetonitrile and 2,2'-oxybispropane. The product was filtered off and dried, yielding a second fraction of 5.6 parts of 9-(2-furanylmethyl)-N-(4-piperidinyl)-9H-purin-8-amine. Total yield 41.8 parts (86%) of 9-(2-furanylmethyl)-N-(4-piperidinyl)-9H-purin-8-amine hemihydrate; mp. 164.1° C. (compound 33).

Aufarbeitung

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. additionThe reaction mixture was poured into water
  4. stirringwhile stirring
  5. filtrationThe product was filtered off
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8276feb143e44e58b3cb35a5036337de
Quelldatensatz
uspto-grants-1991_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05041448

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