N-Methyl-N-[(2-methyl-1H-indol-3-yl)methyl]amine → (E)-3-(3,4-dihydro-2H-pyrido[3,2-b]-1,4-oxazin-7-yl)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)acrylamide

HRID 1362123

Reaktionsgleichung

Reaktionsgleichung von HRID 1362123
[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[CH:8][C:9](/[CH:11]=[CH:12]/[C:13]([OH:15])=O)=[CH:10][C:2]1=2.Cl.O=C1CC2C(=CC=C(/C=C/C(O)=O)C=2)N1.[CH3:32][N:33]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:35]([CH2:42][NH:43][CH3:44])=[CH:34]1.CC1NC2C(C=1CNC)=CC=CC=2>>[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[CH:8][C:9](/[CH:11]=[CH:12]/[C:13]([N:43]([CH3:44])[CH2:42][C:35]3[C:36]4[C:41](=[CH:40][CH:39]=[CH:38][CH:37]=4)[N:33]([CH3:32])[CH:34]=3)=[O:15])=[CH:10][C:2]1=2

Komponenten

5

Edukt 4

HCID 10954023N-Methyl-N-[(2-methyl-1H-indol-3-yl)methyl]amineHCID 109867781-Methyl-3-(methylaminomethyl)indoleHCID 22139122(E)-3-(3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)acrylic acidHCID 66905016(e)-3-(2-Oxo-2,3-dihydro-1h-indol-5-yl)acrylic acid hydrochloride salt

Produkt 1

HCID 10044193(E)-3-(3,4-dihydro-2H-pyrido[3,2-b]-1,4-oxazin-7-yl)-N-methyl-N-(1-methyl-1H-indol-3-ylmethyl)acrylamideAusbeute 83,3 %

Versuchsvorschrift

According to the procedure of Example 4, except substituting (E)-3-(3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-7-yl)acrylic acid (0.11 g, 0.53 mmole), from Preparation 7, for the (E)-3-(2-oxo-2,3-dihydro-1H-indol-5-yl)acrylic acid hydrochloride salt, and substituting 1-methyl-3-(methylaminomethyl) indole (0.10 g, 0.59 mmole) for the 2-methyl-3-(methylaminomethyl)-1H-indole, the title compound (0.16 g, 82%) was prepared as a light yellow solid: MS (ES) m/e 363 (M+H)+.

Aufarbeitung

  1. customfrom Preparation 7

Quellen und Nachweise

ORD-Eintrag
ord-0521437600a640bc8ee7544713cd9b8d
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879872B2

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