Sodium Carbonate → N-(3,4-Difluorobenzyl)-2-isopropyl-6-(1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

HRID 40158

Reaktionsgleichung

Reaktionsgleichung von HRID 40158
FC(F)(F)S(O[C:7]1[CH:15]=[C:14]2[C:10]([C:11]([C:26](=[O:37])[NH:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([F:35])=[C:31]([F:36])[CH:30]=3)=[C:12]([CH:23]([CH3:25])[CH3:24])[N:13]2[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[CH:9][CH:8]=1)(=O)=O.[CH3:40][N:41]1[C:45](B(O)O)=[CH:44][CH:43]=[N:42]1.[Li+].[Cl-].C([O-])([O-])=O.[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:36][C:31]1[CH:30]=[C:29]([CH:34]=[CH:33][C:32]=1[F:35])[CH2:28][NH:27][C:26]([C:11]1[C:10]2[C:14](=[CH:15][C:7]([C:45]3[N:41]([CH3:40])[N:42]=[CH:43][CH:44]=3)=[CH:8][CH:9]=2)[N:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)[C:12]=1[CH:23]([CH3:24])[CH3:25])=[O:37]

Komponenten

6

Edukt 4

HCID 10340Sodium CarbonateHCID 433294Lithium ChlorideHCID 11182610(1-methyl-1H-pyrazol-5-yl)boronic acidHCID 866216073-(3,4-Difluorobenzylcarbamoyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indol-6-yl trifluoromethanesulfonate2×

Produkt 1

HCID 59762320N-(3,4-Difluorobenzyl)-2-isopropyl-6-(1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-ylmethyl)-1H-indole-3-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 178418397HCID 178418397, VerbindungKatalysator

Versuchsvorschrift

Following General Procedure BB, 3-(3,4-difluorobenzylcarbamoyl)-2-isopropyl-1-(pyridin-2-ylmethyl)-1H-indol-6-yl trifluoromethanesulfonate (Compound 202, 39 mg, 0.07 mmol), was reacted with 1-methyl-1H-pyrazole-5-boronic acid pinocol ester (21 mg, 0.09 mmol), LiCl (9 mg, 0.18 mmol), Na2CO3 (aqueous) (2M, 0.1 ml), Pd(PPh3)4 (4 mg, 0.003 mmol) to yield the title compound as a white solid

Quellen und Nachweise

ORD-Eintrag
ord-2aa44d43c1a345fb9dcc876aafb80477
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524917B2

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