4-Methylcyclohexane-1-carbonyl chloride → HCID 178499277, Verbindung

HRID 749382

Reaktionsgleichung

Reaktionsgleichung von HRID 749382
[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:8][C:9]=1[NH:10][CH:11]1[CH2:16][CH2:15][S:14][CH2:13][CH2:12]1)=[O:4].[CH3:23][CH:24]1[CH2:29][CH2:28][CH:27]([C:30](Cl)=[O:31])[CH2:26][CH2:25]1>>[CH3:1][O:2][C:3]([C:5]1[S:6][C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:8][C:9]=1[N:10]([C:30]([C@H:27]1[CH2:28][CH2:29][C@H:24]([CH3:23])[CH2:25][CH2:26]1)=[O:31])[CH:11]1[CH2:12][CH2:13][S:14][CH2:15][CH2:16]1)=[O:4]

Komponenten

3

Edukt 2

HCID 129863574-Methylcyclohexane-1-carbonyl chlorideHCID 597523745-Phenyl-3-(tetrahydro-thiopyran-4-ylamino)-thiophene-2-carboxylic acid methyl ester

Produkt 1

HCID 178499277HCID 178499277, VerbindungAusbeute 75,7 %

Versuchsvorschrift

Amidation of 5-phenyl-3-(tetrahydro-thiopyran-4-ylamino)-thiophene-2-carboxylic acid methyl ester (0.2 g, 0.6 mmol) and 4-Methyl-cyclohexanecarbonyl chloride was carried out as described for example 19, step 2 gave 3-[(trans-4-methyl-cyclohexanecarbonyl)-(tetrahydro-thiopyran-4-yl)-amino]-5-phenyl-thiophene-2-carboxylic acid methyl ester (0.208 g, 75.7%). NMR 1H (CDCl3, 400 MHz): 7.68-7.62 (m, 2H), 7.5-7.4 (m, 3H), 7.04 (s, 1H), 4.68-4.58 (m, 1H), 3.86 (s, 3H), 2.9-1.2 (m, 16H), 0.78 (d, 3H), 0.76-0.56 (m, 2H).s

Quellen und Nachweise

ORD-Eintrag
ord-d13b4b49f2a94e66ad57f835e60f7505
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07402608B2

Verknüpfte Notizen

Wird geladen…