2-Amino-2-methyl-1,3-propanediol → 2-(1-hydroxymethyl-1-methyl-2-hydroxyethyl amino)-4-(4-fluoro-2-methylphenyl)-8-(2,6-difluorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 2357287

Reaktionsgleichung

Reaktionsgleichung von HRID 2357287
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[N:9]1[C:14]2[N:15]=[C:16](S(C)(=O)=O)[N:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[CH3:26])[C:13]=2[CH:12]=[CH:11][C:10]1=[O:31].[NH2:32][C:33]([CH3:38])([CH2:36][OH:37])[CH2:34][OH:35]>C1COCC1>[OH:35][CH2:34][C:33]([NH:32][C:16]1[N:17]=[C:18]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=2[CH3:26])[C:13]2[CH:12]=[CH:11][C:10](=[O:31])[N:9]([C:3]3[C:2]([F:1])=[CH:7][CH:6]=[CH:5][C:4]=3[F:8])[C:14]=2[N:15]=1)([CH3:38])[CH2:36][OH:37]

Komponenten

4

Edukt 2

HCID 15312-Amino-2-methyl-1,3-propanediolHCID 596395548-(2,6-difluoro-phenyl)-4-(4-fluoro-2-methyl-phenyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

Produkt 1

HCID 596395632-(1-hydroxymethyl-1-methyl-2-hydroxyethyl amino)-4-(4-fluoro-2-methylphenyl)-8-(2,6-difluorophenyl)-8H-pyrido[2,3-d]pyrimidin-7-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The product of Example 48 (300 mg, 0.67 mmol) and 2-amino-2-methyl-1,3-propanediol (158 mg, 1.5 mmol) were combined in THF (10 mL) and stirred under Ar at 500 for 3 days. The solvents were removed in vacuo, and the residue was flash chromatographed with 0-25% EtOAc/CH2Cl2. Recrystallization from CH2Cl2/hexane gave the title compound as a white-crystalline solid. mp 158-160°, LC MS m/z=471 (MH+) Retention time=1.75 min.

Aufarbeitung

  1. customThe solvents were removed in vacuo
  2. customchromatographed with 0-25% EtOAc/CH2Cl2
  3. customRecrystallization from CH2Cl2/hexane

Quellen und Nachweise

ORD-Eintrag
ord-57645549780a49b680c3355284765699
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07759486B2

Verknüpfte Notizen

Wird geladen…