2-Chloro-1-methylpyridinium iodide → (S)-4-(tert-butoxycarbonylamino)-6-methyl-N-(1-triphenylmethylpyrazolo[3,4-b]pyridin-4-yl)thiochromane-7-carboxamide

HRID 585753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 585753
[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:18]2[C:13](=[CH:14][C:15]([C:20]([OH:22])=O)=[C:16]([CH3:19])[CH:17]=2)[S:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:23][C:24]1[CH:29]=[CH:28][N:27]=[C:26]2[N:30]([C:33]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:31]=[CH:32][C:25]=12.[I-].ClC1C=CC=C[N+]=1C>>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[C:18]2[C:13](=[CH:14][C:15]([C:20]([NH:23][C:24]3[CH:29]=[CH:28][N:27]=[C:26]4[N:30]([C:33]([C:34]5[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=5)([C:40]5[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=5)[C:46]5[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=5)[N:31]=[CH:32][C:25]=34)=[O:22])=[C:16]([CH3:19])[CH:17]=2)[S:12][CH2:11][CH2:10]1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Komponenten

4

Edukt 3

HCID 1670692-Chloro-1-methylpyridinium iodideHCID 223374704-Amino-1-triphenylmethylpyrazolo[3,4-b]pyridineHCID 59089485HCID 59089485, Verbindung

Produkt 1

HCID 69619661(S)-4-(tert-butoxycarbonylamino)-6-methyl-N-(1-triphenylmethylpyrazolo[3,4-b]pyridin-4-yl)thiochromane-7-carboxamideAusbeute 72,8 %

Versuchsvorschrift

By a similar reaction operation as in Starting Material Synthetic Example 53 using (S)-4-(tert-butoxycarbonylamino)-6-methylthiochromane-7-carboxylic acid (500 mg), 4-amino-1-triphenylmethylpyrazolo[3,4-b]pyridine (641 mg) and 2-chloro-1-methylpyridinium iodide (474 mg), the objective (S)-4-(tert-butoxycarbonylamino)-6-methyl-N-(1-triphenylmethylpyrazolo[3,4-b]pyridin-4-yl)thiochromane-7-carboxamide (767 mg) was obtained as a pale yellow amorphous solid.

Quellen und Nachweise

ORD-Eintrag
ord-f4d41998ccc34aa989bc6c64dff12cf9
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06933305B2

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