Potassium Carbonate → 4-amino-N-((1-(3-benzyloxypropyl)piperidin-4-yl)methyl)-5-chloro-2-methoxybenzamide

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Reaktionsgleichung

Cl.Cl.[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:29]([O:36][CH2:37][CH2:38][CH2:39]Br)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[NH2:3][C:4]1[C:19]([Cl:20])=[CH:18][C:7]([C:8]([NH:10][CH2:11][CH:12]2[CH2:13][CH2:14][N:15]([CH2:39][CH2:38][CH2:37][O:36][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH2:16][CH2:17]2)=[O:9])=[C:6]([O:21][CH3:22])[CH:5]=1

Komponenten

Edukt 3

HCID 11430Potassium Carbonate

HCID 2776064Benzyl 3-Bromopropyl Ether

HCID 699663304-amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride

Produkt 1

HCID 544086574-amino-N-((1-(3-benzyloxypropyl)piperidin-4-yl)methyl)-5-chloro-2-methoxybenzamideAusbeute 98,4 %

Versuchsvorschrift

4-Amino-5-chloro-2-methoxy-N-(piperidin-4-ylmethyl)benzamide dihydrochloride (6 g) as a starting compound, potassium carbonate (10.1 g) and 3-benzyloxypropyl bromide (4.45 g) were reacted and treated in the same manner as in Example 199 to give 7.1 g of 4-amino-N-((1-(3-benzyloxypropyl)piperidin-4-yl)methyl)-5-chloro-2-methoxybenzamide, m.p. 82°-83° C.

Aufarbeitung

additiontreated in the same manner as in Example 199

Quellen und Nachweise

ORD-Eintrag: ord-06ab9a11547c44e8a9e2375f5768bb1d
Quelldatensatz: uspto-grants-1999_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05864039

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