2-chloro-N-methylacetamide → HCID 86676597, Verbindung

HRID 85633

Reaktionsgleichung

Reaktionsgleichung von HRID 85633
[CH3:1][N:2](C)[C:3](=[O:44])[CH2:4][NH:5][C@:6]12[CH2:40][CH2:39][C@@H:38]([C:41]([CH3:43])=[CH2:42])[C@@H:7]1[C@@H:8]1[C@@:21]([CH3:24])([CH2:22][CH2:23]2)[C@@:20]2([CH3:25])[C@@H:11]([C@:12]3([CH3:37])[C@@H:17]([CH2:18][CH2:19]2)[C:16]([CH3:27])([CH3:26])[C:15]([C:28]2[CH:36]=[CH:35][C:31]([C:32]([OH:34])=[O:33])=[CH:30][CH:29]=2)=[CH:14][CH2:13]3)[CH2:10][CH2:9]1.ClCC(NC)=O>>[CH3:24][C@:21]12[C@@:20]3([CH3:25])[C@@H:11]([C@:12]4([CH3:37])[C@@H:17]([CH2:18][CH2:19]3)[C:16]([CH3:26])([CH3:27])[C:15]([C:28]3[CH:29]=[CH:30][C:31]([C:32]([OH:34])=[O:33])=[CH:35][CH:36]=3)=[CH:14][CH2:13]4)[CH2:10][CH2:9][C@@H:8]1[C@H:7]1[C@H:38]([C:41]([CH3:43])=[CH2:42])[CH2:39][CH2:40][C@:6]1([NH:5][CH2:4][C:3]([NH:2][CH3:1])=[O:44])[CH2:23][CH2:22]2

Komponenten

3

Edukt 2

HCID 667732-chloro-N-methylacetamideHCID 866765934-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-(2-(dimethylamino)-2-oxoethylamino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid

Produkt 1

HCID 86676597HCID 86676597, Verbindung

Versuchsvorschrift

The title compound was prepared following the method described above for the synthesis of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-(2-(dimethylamino)-2-oxoethylamino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid using 2-chloro-N-methylacetamide as the alkylating reagent in Step 1. The product was isolated as a white solid (41 mg, 80%). LCMS: m/e 601.45 (M+H)+, 2.31 min (method 11). 1H NMR (500 MHz, Acetic acid d4) δ ppm 8.04 (d, J=8.24 Hz, 2H), 7.30 (d, J=8.24 Hz, 2H), 5.38 (d, J=4.58 Hz, 1H), 4.88 (s, 1H), 4.76 (s, 1H), 4.24 (d, J=15.56 Hz, 1H), 3.92 (d, J=15.26 Hz, 1H), 2.88 (s, 3H), 3.08-2.74 (m, 1H), 2.31-1.30 (m, 22H), 1.78 (s, 3H), 1.29 (s, 3H), 1.14 (s, 3H), 1.10 (s, 3H), 1.03 (s, 3H), 1.01 (s, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-d0d0d0711a464de6aaec66de1f2f4e31
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846647B2

Verknüpfte Notizen

Wird geladen…