Sodium Bicarbonate → HCID 58830635, Verbindung

HRID 2353397Notizen

Reaktionsgleichung

Br[C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]3[CH:12]=[N:13][C:14]([Cl:17])=[CH:15][CH:16]=3)=[N:7][NH:8]2)=[CH:4][C:3]=1[F:18].[CH2:19]([NH:21][C:22](=[O:39])[C:23]1[CH:28]=[CH:27][C:26]([CH3:29])=[C:25](B2OC(C)(C)C(C)(C)O2)[CH:24]=1)[CH3:20].C(=O)(O)[O-].[Na+]>C(O)(C)C.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>[Cl:17][C:14]1[N:13]=[CH:12][C:11]([C:6]2[C:5]3[C:9](=[CH:10][C:2]([C:25]4[CH:24]=[C:23]([CH:28]=[CH:27][C:26]=4[CH3:29])[C:22]([NH:21][CH2:19][CH3:20])=[O:39])=[C:3]([F:18])[CH:4]=3)[NH:8][N:7]=2)=[CH:16][CH:15]=1

Komponenten

Reaktionsbedingungen

Temperatur: 150 °C

Versuchsvorschrift

A mixture of 6-bromo-3-(6-chloro-3-pyridinyl)-5-fluoro-1H-indazole (Intermediate 12, 16 mg), N-ethyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (Intermediate 10, 15 mg), 1M aqueous sodium bicarbonate (1 ml) and tetrakis(triphenylphosphine)palladium (0) (6 mg) in isopropanol (1 ml) was heated at 150° C. for 15 mins in a microwave oven. The reaction mixture was partitioned between chloroform and water and the organic layer separated via hydrophobic filter tube. The organic layer was evaporated and purified by mass directed preparative HPLC to give the title compound 1.64 mg.

Aufarbeitung

customThe reaction mixture was partitioned between chloroform and water
customthe organic layer separated via hydrophobic filter tube
customThe organic layer was evaporated
custompurified by mass

Quellen und Nachweise

ORD-Eintrag: ord-5037264fe89c423fb43fbc906da77499
Quelldatensatz: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07750026B2

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