Thionyl Chloride → (S)-2,7-dihydro-7-phenyl-2-(phenylmethyl)-5-chloro-3H-imidazo[1,2-c]pyrazolo-[4,3-e]pyrimidine

HRID 1534011

Reaktionsgleichung

Reaktionsgleichung von HRID 1534011
[C:1]1([N:7]2[C:11]3=[N:12][C:13]([Cl:27])=[N:14][C:15]([NH:16][C@@H:17]([CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:18]O)=[C:10]3[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O>C(Cl)(Cl)Cl>[C:1]1([N:7]2[C:11]3[N:12]=[C:13]([Cl:27])[N:14]4[CH2:18][C@H:17]([CH2:20][C:21]5[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=5)[N:16]=[C:15]4[C:10]=3[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 15667125(S)-beta-[(1-phenyl-6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzenepropanol

Produkt 1

HCID 15667137(S)-2,7-dihydro-7-phenyl-2-(phenylmethyl)-5-chloro-3H-imidazo[1,2-c]pyrazolo-[4,3-e]pyrimidineAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

1.037 g of the above product (S)-β-[(1-phenyl-6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino]benzenepropanol was then dissolved in 25 ml CHCl3. Next, 1.38 ml thionyl chloride was added and the reaction was allowed to stir overnight. It was then placed in a freezer at -28° C. After 5 hours the precipitate was filtered and collected washing with cold CHCl3. The white solid was dried in a vacuum oven at 70° C. for 24 hours to yield 550 mg of (S)-2,7-dihydro-7-phenyl-2-(phenylmethyl)-5-chloro-3H-imidazo[1,2-c]pyrazolo-[4,3-e]pyrimidine (56%).

Aufarbeitung

  1. customwas then placed in a freezer at -28° C
  2. filtrationAfter 5 hours the precipitate was filtered
  3. customcollected
  4. washwashing with cold CHCl3
  5. customThe white solid was dried in a vacuum oven at 70° C. for 24 hours

Quellen und Nachweise

ORD-Eintrag
ord-ac0900f7dd724ac78ea7c5cac2097d80
Quelldatensatz
uspto-grants-1992_02
Patentnummer
US05086176

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