4-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1R)-1-methyl-2-(triphenylmethoxy)ethoxy]-pyrimidine → 5-cyano-N-{2-[(2,3-difluorobenzyl)thio]-6-[(1R)-1-methyl-2-(triphenylmethyloxy)ethoxy]pyrimidin-4-yl}furan-2-sulfonamide

HRID 1024924Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1024924
[C:1]([C:3]1[O:7][C:6]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:5][CH:4]=1)#[N:2].Cl[C:13]1[CH:18]=[C:17]([O:19][C@H:20]([CH3:42])[CH2:21][O:22][C:23]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:16]=[C:15]([S:43][CH2:44][C:45]2[CH:50]=[CH:49][CH:48]=[C:47]([F:51])[C:46]=2[F:52])[N:14]=1>>[C:1]([C:3]1[O:7][C:6]([S:8]([NH:11][C:13]2[CH:18]=[C:17]([O:19][C@H:20]([CH3:42])[CH2:21][O:22][C:23]([C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:16]=[C:15]([S:43][CH2:44][C:45]3[CH:50]=[CH:49][CH:48]=[C:47]([F:51])[C:46]=3[F:52])[N:14]=2)(=[O:10])=[O:9])=[CH:5][CH:4]=1)#[N:2]

Komponenten

3

Edukt 2

HCID 536283454-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1R)-1-methyl-2-(triphenylmethoxy)ethoxy]-pyrimidineHCID 536283695-Cyanofuran-2-sulfonamide2×

Produkt 1

HCID 536283685-cyano-N-{2-[(2,3-difluorobenzyl)thio]-6-[(1R)-1-methyl-2-(triphenylmethyloxy)ethoxy]pyrimidin-4-yl}furan-2-sulfonamide

Versuchsvorschrift

The subtitle compound was prepared from 5-cyanofuran-2-sulfonamide (the product of step i) (0.29 g) and 4-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-[(1R)-1-methyl-2-(triphenylmethoxy)ethoxy]-pyrimidine (the product of Example 13, step ii) (0.15 g) according to the procedure outlined in Example 1, step iv). Purification was by column chromatography on silica gel using EtOAc/isohexane (1:4 to 2:3 gradient) to give the subtitle compound as a pale yellow solid. Yield: 0.25 g

Aufarbeitung

  1. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-e638869896924b558a2827f435a63d25
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722883B2

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