Sodium Carbonate → HCID 178423649, Verbindung

HRID 277057Notizen

Reaktionsgleichung

Br[C:2]1[CH:7]=[C:6]([NH2:8])[N:5]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:11]=[C:4]2[CH:3]=1.[C:18]1([CH3:27])[CH:23]=[CH:22][C:21](B(O)O)=[CH:20][CH:19]=1.C([O-])([O-])=O.[Na+].[Na+].[OH-].[Na+]>COCCOC.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>[C:12]1([CH:10]2[N:11]=[C:4]3[CH:3]=[C:2]([C:21]4[CH:22]=[CH:23][C:18]([CH3:27])=[CH:19][CH:20]=4)[CH:7]=[C:6]([NH2:8])[N:5]3[NH:9]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

Reaktionsbedingungen

Temperatur: 90 °C

Versuchsvorschrift

A mixture of 30 mg (0.1 mmol) 7-bromo-2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine, 15.5 mg (0.11 mmol) p-tolyl-boronic acid, and 0.1 ml aqueous 2M Na2CO3 in 0.5 ml 1,2-dimethoxyethane was treated with 6 mg (0.01 mmol) tetrakis-(triphenylphosphine)-palladium(0) and heated to 90° C. for 15 h. Water was added and the mixture was adjusted to pH=12 with 2M NaOH and extracted with ethylacetate. The organic phases were dried with Na2SO4 and concentrated under reduced pressure yielding 22 mg (71%) 2-phenyl-7-p-tolyl-3H-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine, MS m/e (%): 300 (M+, 100).

Aufarbeitung

extractionextracted with ethylacetate
dry with materialThe organic phases were dried with Na2SO4
concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-0e4e6e44aead4db88d1eac930851057e
Quelldatensatz: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06355653B1

Notizen zur Reaktion

Wird geladen…