Hydrochloric Acid → 3-(5-Ethoxycarbonyl-4-trifluoromethyl-pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

HRID 351663

Reaktionsgleichung

Reaktionsgleichung von HRID 351663
Cl.[F:2][C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[CH2:5][N:6]1[C:10]2=[N:11][CH:12]=[CH:13][CH:14]=[C:9]2[C:8]([C:15]([NH2:17])=[NH:16])=[N:7]1.Cl.C[O-].[Na+].C(O[CH:29]=[C:30]([C:36](=O)[C:37]([F:40])([F:39])[F:38])[C:31]([O:33][CH2:34][CH3:35])=[O:32])C>CO>[CH2:34]([O:33][C:31]([C:30]1[C:36]([C:37]([F:38])([F:39])[F:40])=[N:16][C:15]([C:8]2[C:9]3[C:10](=[N:11][CH:12]=[CH:13][CH:14]=3)[N:6]([CH2:5][C:4]3[CH:18]=[CH:19][CH:20]=[CH:21][C:3]=3[F:2])[N:7]=2)=[N:17][CH:29]=1)=[O:32])[CH3:35]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 4685753Ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutanoateHCID 10942334Sodium MethoxideHCID 574158441-((2-Fluorophenyl)methyl)-1H-pyrazolo(3,4-b)pyridine-3-carboximidamide hydrochloride

Produkt 1

HCID 227142743-(5-Ethoxycarbonyl-4-trifluoromethyl-pyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

600 mg of the crude 1-(2-fluorobenzyl)1H-pyrazolo[3,4-b]pyridine-3-carboxamidine hydrochloride (preparable from the amidine 25A by reaction with HCl) are stirred in 30 ml of methanol with 106 mg of sodium methoxide and admixed with 472 mg (1.96 mmol) of ethyl 3-ethoxy-2-trifluoroacetyl-acrylate. The mixture is boiled for 12 hours and the precipitate is then filtered off with suction and washed with ether. This gives 249 mg (27.5% of theory) of crystals.

Aufarbeitung

  1. filtrationthe precipitate is then filtered off with suction
  2. washwashed with ether

Quellen und Nachweise

ORD-Eintrag
ord-1f47298c27af49ccaeec79f5f6e4527f
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06743798B1

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