Fumaric Acid → AZD-8055 fumarate

HRID 218357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 218357
[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[C:8]1[N:9]=[C:10]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]2[CH3:34])[C:11]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[CH:20][C:21]([O:26][CH3:27])=[C:22]([CH2:24][OH:25])[CH:23]=3)=[N:14][C:12]=2[N:13]=1.[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39]>O>[C:35]([OH:42])(=[O:41])/[CH:36]=[CH:37]/[C:38]([OH:40])=[O:39].[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[C:8]1[N:9]=[C:10]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]2[CH3:34])[C:11]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[CH:20][C:21]([O:26][CH3:27])=[C:22]([CH2:24][OH:25])[CH:23]=3)=[N:14][C:12]=2[N:13]=1

Komponenten

4

Edukt 2

HCID 444972Fumaric AcidHCID 25262965Azd8055

Produkt 1

HCID 44537932AZD-8055 fumarate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
92 °C

Versuchsvorschrift

(5-{2,4-Bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxyphenyl)methanol (10.00 g (96% w/w, 20.6 moles), fumaric Acid (2.63 g, 22.7 mmoles), water (84 ml) and methylated spirit industrial 74 O.P. (16.0 ml) were charged to a 250 ml reactor and heated to reflux (92° C.). The hot solution was filtered to remove extraneous matter. The filter was washed with a mixture of water (17 ml and methylated spirit industrial 74 O.P. (3 ml). On cooling the combined filtrates product precipitated. Product was isolated, washed with methylated spirit industrial 74 O.P. and dried to yield 10.12 g of (5-{2,4-Bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxyphenyl)methanol Fumarate as a yellow solid.

Aufarbeitung

  1. addition(16.0 ml) were charged to a 250 ml reactor
  2. temperatureheated
  3. filtrationThe hot solution was filtered
  4. customto remove extraneous matter
  5. washThe filter was washed with a mixture of water (17 ml and methylated spirit industrial 74 O.P
  6. temperatureOn cooling the combined filtrates product
  7. customprecipitated
  8. customProduct was isolated
  9. washwashed with methylated spirit industrial 74 O.P
  10. customand dried

Quellen und Nachweise

ORD-Eintrag
ord-8cc3de73fb3845a8ac8267a46faf47d1
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198441B2

Notizen zur Reaktion

Wird geladen…