Hydrochloric Acid → 4-(7-(Cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-ylamino)benzonitrile hydrochloride

HRID 624795Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 624795
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][CH:9]2[CH2:11][CH2:10]2)[N:5]2[N:12]=[CH:13][CH:14]=[C:4]2[N:3]=1.[NH2:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=1.Cl>CCO>[ClH:1].[CH:9]1([NH:8][C:6]2[N:5]3[N:12]=[CH:13][CH:14]=[C:4]3[N:3]=[C:2]([NH:15][C:16]3[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=3)[CH:7]=2)[CH2:11][CH2:10]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric Acid2×HCID 133964-AminobenzonitrileHCID 581966065-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine

Produkt 1

HCID 672172604-(7-(Cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-ylamino)benzonitrile hydrochlorideAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine (208 mg, 1 mmol) was suspended in EtOH (1 mL). 4-aminobenzonitrile (236 mg, 2 mmol) and then conc. HCl (125 μL, 1.5 mmol) were added and the reaction was placed in a 95° C. oil bath. After 24 h, additional conc. HCl was added (62 μL). After an additional 24 h, the reaction was cooled to 23° C. and the filter cake was washed with EtOH (2 mL) to afford 4-(7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-5-ylamino)benzonitrile hydrochloride (205 mg, 63%) as a light brown solid. LCMS (ES): >90% pure, m/z 291 [M+1]+.

Aufarbeitung

  1. customwas placed in a 95° C.
  2. waitAfter an additional 24 h
  3. washthe filter cake was washed with EtOH (2 mL)

Quellen und Nachweise

ORD-Eintrag
ord-5a3646566b9546a8b2ce5ecb2dfd56f8
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303033B2

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