StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Tetrahydrofuran → 2-(5-cyclopropyl-4-methyl-1H-pyrazol-3-yl)-5-methoxy-N-(pyridin-4-yl)pyrimidin-4-amine

HRID 1774526
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1774526
[CH:1]1([C:4]2[N:8](CC3C=CC=CC=3F)[N:7]=[C:6]([C:17]3[N:22]=[C:21]([NH:23][C:24]4[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=4)[C:20]([O:30][CH3:31])=[CH:19][N:18]=3)[C:5]=2[CH3:32])[CH2:3][CH2:2]1.CC([O-])(C)C.[K+].C1COCC1>CS(C)=O.CC(O)(C)C>[CH:1]1([C:4]2[NH:8][N:7]=[C:6]([C:17]3[N:22]=[C:21]([NH:23][C:24]4[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=4)[C:20]([O:30][CH3:31])=[CH:19][N:18]=3)[C:5]=2[CH3:32])[CH2:3][CH2:2]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 8028TetrahydrofuranHCID 23665647Potassium tert-butoxideHCID 716113222-[5-cyclopropyl-1-(2-fluorobenzyl)-4-methyl-1H-pyrazol-3-yl]-5-methoxy-N-(pyridin-4-yl)pyrimidin-4-amine

Produkt 1

HCID 896490232-(5-cyclopropyl-4-methyl-1H-pyrazol-3-yl)-5-methoxy-N-(pyridin-4-yl)pyrimidin-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679
Dimethyl Sulfoxide
Lösungsmittel
HCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

410 mg of 2-[5-cyclopropyl-1-(2-fluorobenzyl)-4-methyl-1H-pyrazol-3-yl]-5-methoxy-N-(pyridin-4-yl)pyrimidin-4-amine 2-1-10 (0.952 mmol, 1.0 eq.) were dissolved in 1.1 mL of dry dimethyl sulfoxide and 1.4 mL of dry 2-methylpropan-2-ol. 6.56 mL of 1M potassium 2-methylpropan-2-olate in THF (6.56 mmol, 6.9 eq.) were added. The mixture was flushed three times with oxygen and stirred for 5 hours at rt. Then the reaction mixture was partitioned between aqueous saturated ammonium chloride solution and ethyl acetate. The separated aqueous layer was extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The purification of the residue by flash chromatography provided 200 mg (0.62 mmol, 65.1%) of analytically pure target compound.

Aufarbeitung

  1. customThe mixture was flushed three times with oxygen
  2. customThen the reaction mixture was partitioned between aqueous saturated ammonium chloride solution and ethyl acetate
  3. extractionThe separated aqueous layer was extracted three times with ethyl acetate
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe purification of the residue by flash chromatography
  7. customprovided 200 mg (0.62 mmol, 65.1%) of analytically pure target compound

Quellen und Nachweise

ORD-Eintrag
ord-b61e832236524cc79d3e2695376216fe
Quelldatensatz
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09260412B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion