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1-Butanol → 2-chloro-N-[(3-iodophenyl)-methyl]-9-(tetrahydro-3-thienyl)-9H-purin-6-amine

HRID 1244910
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1244910
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:15][CH2:14][S:13][CH2:12]2)=[C:4](Cl)[N:3]=1.C(O)CCC.[I:22][C:23]1[CH:24]=[C:25]([CH2:29][NH2:30])[CH:26]=[CH:27][CH:28]=1>C(O)(C)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:15][CH2:14][S:13][CH2:12]2)=[C:4]([NH:30][CH2:29][C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([I:22])[CH:24]=2)[N:3]=1
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Komponenten

5

Edukt 3

HCID 2631-ButanolHCID 970123-IodobenzylamineHCID 219229912,6-dichloro-9-(tetrahydro-3-thienyl)-9H-purine

Produkt 1

HCID 219229942-chloro-N-[(3-iodophenyl)-methyl]-9-(tetrahydro-3-thienyl)-9H-purin-6-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

The operation is carried out as in Stage 2 of Example 5 starting from 160 mg of the product obtained in Stage 1 of Example 5, 3 ml of butanol and using 0.114 ml of 3-iodo-benzenemethanamine in place of the benzylamine and the reaction medium is taken to a temperature of approximately 80 to 85° C. for approximately 30 hours, left to return to ambient temperature, diluted with 3 ml of isopropanol, placed for approximately one hour at a temperature of approximately 0° C., followed by separating, washing with 5 ml of isopropanol and drying under vacuum to a temperature of approximately 50° C. After purification on silica eluting with methylene chloride/ethyl acetate in a proportion 90/10, 173 mg of expected product is thus obtained in the form of white-yellow crystals.

Aufarbeitung

  1. waitleft
  2. customto return to ambient temperature
  3. waitplaced for approximately one hour at a temperature of approximately 0° C.
  4. customby separating
  5. washwashing with 5 ml of isopropanol
  6. customdrying under vacuum to a temperature of approximately 50° C
  7. customAfter purification on silica eluting with methylene chloride/ethyl acetate in a proportion 90/10, 173 mg of expected product
  8. customis thus obtained in the form of white-yellow crystals

Quellen und Nachweise

ORD-Eintrag
ord-baffa38d22f94dcba6a66410f31593a2
Quelldatensatz
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07122669B1

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