Ethyl 2-formyl-3-oxopropanoate → Ethyl 3-cyano-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-6-carboxylate

HRID 64361

Reaktionsgleichung

Reaktionsgleichung von HRID 64361
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:9][CH:8]=2)[C:3]=1[C:20]#[N:21].[CH:22]([CH:24]([CH:30]=O)[C:25]([O:27][CH2:28][CH3:29])=[O:26])=O>CCO.CC(O)=O>[C:20]([C:3]1[C:4]([C:7]2[CH:8]=[CH:9][C:10]([O:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:11][CH:12]=2)=[N:5][N:6]2[CH:30]=[C:24]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:22]=[N:1][C:2]=12)#[N:21]

Komponenten

5

Edukt 2

HCID 11029955Ethyl 2-formyl-3-oxopropanoateHCID 178509389HCID 178509389, Verbindung

Produkt 1

HCID 117668240Ethyl 3-cyano-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-6-carboxylateAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile (276 mg, 1.0 mmol) in EtOH (10 mL) was added ethyl 2-formyl-3-oxopropanoate (144 mg, 1.0 mmol) and HOAc (5 drops). After stirring at RT for 16 hr, the mixture was filtered. The cake was washed with H2O (10 mL×2) and dried to afford 250 mg (65%) of ethyl 3-cyano-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidine-6-carboxylate as a yellow solid. MS (ESI) m/e [M+1]+ 384.9.

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. washThe cake was washed with H2O (10 mL×2)
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0baf4cc1548944759b9bcc143c0563eb
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447106B2

Verknüpfte Notizen

Wird geladen…