Sodium Carbonate → 2-(4,4-Dimethyl-cyclohex-1-enyl)4-(6-methoxy-pyridin-3-yl)-phenylamine

HRID 1711300Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1711300
Br[C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=2)[CH:5]=[CH:4][C:3]=1[NH2:16].[CH3:17][C:18]1([CH3:27])[CH2:23][CH2:22][C:21](B(O)O)=[CH:20][CH2:19]1.C([O-])([O-])=O.[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:17][C:18]1([CH3:27])[CH2:23][CH2:22][C:21]([C:2]2[CH:7]=[C:6]([C:8]3[CH:9]=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=3)[CH:5]=[CH:4][C:3]=2[NH2:16])=[CH:20][CH2:19]1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 441195554,4-Dimethylcyclohexen-1-ylboronic acidHCID 58754809HCID 58754809, Verbindung

Produkt 1

HCID 587548852-(4,4-Dimethyl-cyclohex-1-enyl)4-(6-methoxy-pyridin-3-yl)-phenylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178418397HCID 178418397, VerbindungKatalysator

Versuchsvorschrift

The title compound was prepared from 2-bromo-4-(6-methoxy-pyridin-3-yl)-phenylamine (as prepared in the previous step, 20 mg, 0.07 mmol), 4,4-dimethylcyclohexen-1-yl boronic acid (14 mg, 0.086 mmol), Pd(PPh3)4 (8.0 mg, 0.007 mmol) and 2M Na2CO3 (0.28 mL, 0.56 mmol) according to the procedure in Example 44, step (b) (16 mg, 76%). Mass spectrum (ESI, m/z): Calcd. for C20H24N2O, 309.1 (M+H), found 309.2.

Quellen und Nachweise

ORD-Eintrag
ord-2aac4646f3f74b749dba304d03d687aa
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790724B2

Notizen zur Reaktion

Wird geladen…