HCID 66600402, Verbindung → 4-(2-Fluoro-5-(tetrahydro-2H-pyran-4-YL)pyridin-3-YL)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

HRID 1812342Notizen

Reaktionsgleichung

[O:1]1[CH2:6][CH:5]=[C:4]([C:7]2[CH:8]=[C:9]([C:14]3[N:19]=[C:18]([CH3:20])[N:17]=[C:16]([N:21]([CH2:31][C:32]4[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=4)[CH2:22][C:23]4[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=4)[N:15]=3)[C:10]([F:13])=[N:11][CH:12]=2)[CH2:3][CH2:2]1>C1COCC1.[OH-].[OH-].[Pd+2]>[F:13][C:10]1[C:9]([C:14]2[N:19]=[C:18]([CH3:20])[N:17]=[C:16]([N:21]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=3)[CH2:31][C:32]3[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=3)[N:15]=2)=[CH:8][C:7]([CH:4]2[CH2:5][CH2:6][O:1][CH2:2][CH2:3]2)=[CH:12][N:11]=1

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

The solid 4-(5-(3,6-dihydro-2H-pyran-4-yl)-2-fluoropyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (130 mg, 0.246 mmol) from step 1 was dissolved in THF (30 mL) and mixed with palladium hydroxide on carbon (20%, 80 mg). The mixture was purged with hydrogen through vacuum/back-fill (3×) and stirred under a hydrogen balloon. After 15 h, the mixture was heated to about 50° C. for 2 h. The mixture was cooled to room temperature and filtered through a pad of Celite® (diatomaceous earth). The filtrate was concentrated to a yellow film. m/z (ESI, positive ion): 530.2 (M+H)+.

Aufarbeitung

customThe mixture was purged with hydrogen through vacuum/back-fill (3×)
temperatureThe mixture was cooled to room temperature
filtrationfiltered through a pad of Celite® (diatomaceous earth)
concentrationThe filtrate was concentrated to a yellow film

Quellen und Nachweise

ORD-Eintrag: ord-9667d2698c984c969b1c3df081bbf421
Quelldatensatz: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08362241B2

Notizen zur Reaktion

Wird geladen…