N-methyl-2-pyrrolidone → 2-Furan-2-yl-7-(5,6,7,8-tetrahydro-naphthalen-2-yloxy)-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

HRID 277089Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 277089
[N:1]1[CH:2]=[N:3][N:4]2[C:9]([NH2:10])=[CH:8][CH:7]=[CH:6][C:5]=12.[CH:11]1[C:20]2[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=2[CH:14]=[CH:13][C:12]=1[OH:21].CN1[CH2:27][CH2:26][CH2:25][C:24]1=[O:28]>>[O:28]1[CH:27]=[CH:26][CH:25]=[C:24]1[C:2]1[N:1]=[C:5]2[CH:6]=[C:7]([O:21][C:12]3[CH:13]=[CH:14][C:15]4[CH2:16][CH2:17][CH2:18][CH2:19][C:20]=4[CH:11]=3)[CH:8]=[C:9]([NH2:10])[N:4]2[N:3]=1

Komponenten

4

Edukt 3

HCID 13387N-methyl-2-pyrrolidoneHCID 143055,6,7,8-Tetrahydro-2-naphtholHCID 22629716[1,2,4]Triazolo[1,5-a]pyridin-5-amine

Produkt 1

HCID 183136892-Furan-2-yl-7-(5,6,7,8-tetrahydro-naphthalen-2-yloxy)-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine

Versuchsvorschrift

A mixture of 1 eq. 7-bromo-2-furan-2-)yl-[1,2,4]triazolo[1,5-a]pyridin-5-ylamine, 5 eq. 5,6,7,8-tetrahydro-naphthalen-2-ol and a catalytic amount of CS2CO3 in 200 μl N-methyl-pyrrolidon was heated for 2 h to 160°. The mixture was, after filtration, purified with reversed phase column chromatography eluting with an acetonitrile/water gradient yielding the title compound, MS m/e (%): 346 M+H+ (100%).

Aufarbeitung

  1. additionA mixture of 1 eq
  2. filtrationafter filtration
  3. custompurified with reversed phase column chromatography
  4. washeluting with an acetonitrile/water

Quellen und Nachweise

ORD-Eintrag
ord-48af4c44d81b490bb4074677e9860dfb
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06355653B1

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