Cyclopropaneethanamine → N-[5-(2-Cyclopropylethylcarbamoyl)-4-methylthiazol-2-yl]isonicotinamide

HRID 45324

Reaktionsgleichung

Reaktionsgleichung von HRID 45324
[CH:1]1([CH2:4][CH2:5][NH2:6])[CH2:3][CH2:2]1.[CH3:7][C:8]1[N:9]=[C:10]([NH:16][C:17]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)=[O:18])[S:11][C:12]=1[C:13](O)=[O:14]>>[CH:1]1([CH2:4][CH2:5][NH:6][C:13]([C:12]2[S:11][C:10]([NH:16][C:17](=[O:18])[C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=[N:9][C:8]=2[CH3:7])=[O:14])[CH2:3][CH2:2]1

Komponenten

3

Edukt 2

HCID 10240761CyclopropaneethanamineHCID 822263324-Methyl-2-[(pyridine-4-carbonyl)amino]thiazole-5-carboxylic acid

Produkt 1

HCID 59369688N-[5-(2-Cyclopropylethylcarbamoyl)-4-methylthiazol-2-yl]isonicotinamideAusbeute 20 %

Versuchsvorschrift

Following the procedure as described in Example 1, making variations only as required to use 2-cyclopropylethylamine in place of benzylamine to react with 4-methyl-2-[(pyridine-4-carbonyl)amino]thiazole-5-carboxylic acid, the title compound was obtained as a white solid in 20% yield; 1H NMR (DMSO-d6, 300 MHz) δ 8.82-8.80 (m, 2H), 8.08-7.72 (m, 3H), 3.27-3.16 (m, 2H), 2.45 (s, 3H), 1.41-1.34 (m, 2H), 0.73-0.65 (m, 1H), 0.48-0.25 (m, 2H), 0.12-0.80 (m, 2H); MS (ES+) m/z 331.1 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-d83adc3be72a46f7b31ebb686450a91f
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541457B2

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