Aluminium lithium hydride → Azd8055

HRID 218353Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 218353
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C@H:8]1[CH2:13][O:12][CH2:11][CH2:10][N:9]1[C:14]1[N:15]=[C:16]([N:36]2[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]2[CH3:42])[C:17]2[CH:23]=[CH:22][C:21]([C:24]3[CH:25]=[CH:26][C:27]([O:34][CH3:35])=[C:28]([CH:33]=3)[C:29](OC)=[O:30])=[N:20][C:18]=2[N:19]=1>C1COCC1>[CH3:7][C@H:8]1[CH2:13][O:12][CH2:11][CH2:10][N:9]1[C:14]1[N:15]=[C:16]([N:36]2[CH2:41][CH2:40][O:39][CH2:38][C@@H:37]2[CH3:42])[C:17]2[CH:23]=[CH:22][C:21]([C:24]3[CH:25]=[CH:26][C:27]([O:34][CH3:35])=[C:28]([CH2:29][OH:30])[CH:33]=3)=[N:20][C:18]=2[N:19]=1

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydride2×HCID 59703378HCID 59703378, Verbindung

Produkt 1

HCID 25262965Azd8055Ausbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of lithium aluminium hydride (2M solution in THF, 1.01 mL, 2.01 mmol) was added to a solution of methyl 5-{2,4-bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxybenzoate (1.47 g, 2.68 mmol) in THF (19.8 mL) at 0° C. under an atmosphere of nitrogen. After 60 minutes, further lithium aluminium hydride (2M solution in THF, 0.67 mL, 1.34 mmol) was added and the solution allowed to stir at RT for 900 minutes. The resulting solution was quenched by the addition of water (11.76 mL) and extracted with ethyl acetate (22 mL). On evaporation of the ethyl acetate, 1.2 g of (5-{2,4-bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxyphenyl)methanol (6) is obtained as a yellow solid.

Aufarbeitung

  1. customThe resulting solution was quenched by the addition of water (11.76 mL)
  2. extractionextracted with ethyl acetate (22 mL)
  3. customOn evaporation of the ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-5801a18097ec4e94b2964a4223ec5a7d
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198441B2

Notizen zur Reaktion

Wird geladen…