Potassium Carbonate → Tert-butyl 2-((3-(4-(2-methoxyphenyl)piperidin-1-yl)propyl)(pyridin-2-ylmethyl)amino)acetate

HRID 403136Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 403136
C(OC1C=CC=CC=1[CH2:8][N:9]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)[CH2:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH3:26])[CH2:15][CH2:14]1)(C)(C)C.COC1[CH2:45][CH:44]([C:46]2C=CC=CC=2)[CH2:43]CN1.[C:52]([O-:55])([O-])=[O:53].[K+].[K+]>>[CH3:26][O:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH:16]1[CH2:15][CH2:14][N:13]([CH2:12][CH2:11][CH2:10][N:9]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[CH2:8][C:52]([O:55][C:44]([CH3:46])([CH3:45])[CH3:43])=[O:53])[CH2:18][CH2:17]1

Komponenten

4

Edukt 3

HCID 11430Potassium CarbonateHCID 671282442-Methoxy-4-phenylpiperidineHCID 67128412N-(2-tert-butoxybenzyl)-3-(4-(2-methoxyphenyl)piperidin-1-yl)-N-(pyridin-2-ylmethyl)propan-1-amine

Produkt 1

HCID 70896320Tert-butyl 2-((3-(4-(2-methoxyphenyl)piperidin-1-yl)propyl)(pyridin-2-ylmethyl)amino)acetateAusbeute 66 %

Versuchsvorschrift

Using procedures similar to that used for compound 21, [×6] was synthesized with 2-methoxy-4-phenylpiperidin (0.36 g, 1.90 mmol), compound [X5] (0.38 g, 1.27 mmol), KI (0.63 g, 3.8 mmol) and K2CO3 (0.876 g, 6.35 mmol). Purification was carried out on a silica gel preparative plate that was developed in with a 1% methanolic NH3 (7 M NH3 in methanol/99% CH2Cl2. The product was isolated as pale yellow oil (66%). 1H NMR (CDCl3) δ 8.521 (dd, 1H, Ar), 7.643 (ddd, 1H, Ar), 7.528 (d, 1H, Ar), 7.193-7.126 (m, 3H, Ar), 6.910 (t, 1H, Ar), 6.860 (d, 1H, Ar), 3.921 (s, 2H, —CH2—), 3.906 (s, 3H, —OCH3), 3.309 (s, 2H, —CH2—), 3.039 (s(br), 2H, —CH2—), 2.943 (m, 1H, —CH—), 2.696 (t, 2H, —CH2—), 2.416 (s(br), 2H, —CH2—), 2.088 (s(br), 2H, —CH2—), 1.775 (m(br), 6H), 1.459 (s, 9H, —C(CH3)3).

Aufarbeitung

  1. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-d9cf9df00359487aa480bd06a3e84918
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08747810B2

Notizen zur Reaktion

Wird geladen…