(2E)-3-(6-aminopyridin-3-yl)prop-2-enoic acid → (E)-3-(6-aminopyridin-3-yl)-N-(6-fluoro-1-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide

HRID 18328

Reaktionsgleichung

Reaktionsgleichung von HRID 18328
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH2:12][NH:13][CH3:14])=[CH:7][N:8]2[CH3:11])=[CH:4][CH:3]=1.CNCC1C2C=CC=CC=2N2CCCC=12.[NH2:30][C:31]1[N:36]=[CH:35][C:34](/[CH:37]=[CH:38]/[C:39]([OH:41])=O)=[CH:33][CH:32]=1.Cl.O=C1NC2N=CC(/C=C/C(O)=O)=CC=2CC1>>[NH2:30][C:31]1[N:36]=[CH:35][C:34](/[CH:37]=[CH:38]/[C:39]([N:13]([CH2:12][C:6]2[C:5]3[C:9](=[CH:10][C:2]([F:1])=[CH:3][CH:4]=3)[N:8]([CH3:11])[CH:7]=2)[CH3:14])=[O:41])=[CH:33][CH:32]=1

Komponenten

5

Edukt 4

HCID 10487224(2E)-3-(6-aminopyridin-3-yl)prop-2-enoic acidHCID 221390482,3-dihydro-8-(methylaminomethyl)-1H-3a-azacyclopenta[a]indeneHCID 221391586-fluoro-1-methyl-3-(methylaminomethyl)-1H-indoleHCID 66905305(E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic Acid Hydrochloride

Produkt 1

HCID 10246511(E)-3-(6-aminopyridin-3-yl)-N-(6-fluoro-1-methyl-1H-indol-3-ylmethyl)-N-methylacrylamideAusbeute 50,1 %

Versuchsvorschrift

According to the procedure of Example 24, except substituting 6-fluoro-1-methyl-3-(methylaminomethyl)-1H-indole (0.11 g, 0.59 mmole) for the 2,3-dihydro-8-(methylaminomethyl)-1H-3a-azacyclopenta[a]indene, and substituting (E)-3-(6-amino-pyridin-3-yl)acrylic acid (0.098 g, 0.59 mmole) for the (E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic acid hydrochloride salt, the title compound (0.1 g, 27%) was prepared as a white powder: MS (ES) m/e 339 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-a64b9b2dc95e4949898e56e6e7bffb44
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741339B2

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