N-[(7-methoxy-1,3,4,9-tetrahydro-1-methylpyrano-[3,4-b]indol-1-yl)methyl]-acetamide → 1-(Acetamidomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole

HRID 1660332

Reaktionsgleichung

Reaktionsgleichung von HRID 1660332
C([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[NH:10][C:9]1[C:12]([CH2:17][NH:18][C:19](=[O:21])[CH3:20])([CH3:16])[O:13][CH2:14][CH2:15][C:8]2=1)C.COC1C=C2C(C3CCOC(CNC(=O)C)(C)C=3N2)=CC=1.C1(COC2C=C3C(=CC=2)NC2C(CNC(=O)C)(C)OCCC3=2)C=CC=CC=1>>[CH3:16][C:12]1([CH2:17][NH:18][C:19](=[O:21])[CH3:20])[C:9]2[NH:10][C:11]3[C:7]([C:8]=2[CH2:15][CH2:14][O:13]1)=[CH:6][CH:5]=[CH:4][CH:3]=3

Komponenten

4

Edukt 3

HCID 20485044N-[(7-methoxy-1,3,4,9-tetrahydro-1-methylpyrano-[3,4-b]indol-1-yl)methyl]-acetamideHCID 20485069N-[(8-ethyl-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamideHCID 20485103N-[(6-phenylmethoxy-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamide

Produkt 1

HCID 127081801-(Acetamidomethyl)-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole

Versuchsvorschrift

In the same manner but replacing indole-3-ethanol with an equivalent amount of 7-ethylindole-3-ethanol, 6-methoxyindole-3-ethanol or 5-phenylmethoxy-indole-3-ethanol, the following compounds of formula 11a are obtained, respectively: N-[(8-ethyl-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamide, N-[(7-methoxy-1,3,4,9-tetrahydro-1methylpyrano-[3,4-b]indol-1-yl)methyl]-acetamide and N-[(6-phenylmethoxy-1,3,4,9-tetrahydro-1-methylpyrano[3,4-b]indol-1-yl)methyl]-acetamide.

Quellen und Nachweise

ORD-Eintrag
ord-8cb6ae96872f4856b190496885dc9e0a
Quelldatensatz
uspto-grants-1981_12
Patentnummer
US04307234

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