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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2060625Erstellt: 27. Oktober 2026

2-Methyl-2-butanol → 2-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-5-{[5-(1-hydroxy-1-methylethyl)pyridin-2-yl]amino}-1,3-thiazole-4-carboxamide

https://huagongshe.com/reaction/2060625

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Methyl-2-butanolHCID 6405—
EduktPotassium CarbonateHCID 11430—
Edukt2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Edukt2-(6-Bromo-3-pyridyl)-2-propanolHCID 22391973—
Edukt5-Amino-2-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamideHCID 58335271—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Produkt2-[2,6-Difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-5-{[5-(1-hydroxy-1-methylethyl)pyridin-2-yl]amino}-1,3-thiazole-4-carboxamideHCID 57482804—

Reaktionsschritte

The title compound was prepared as described in Example 15, Step 7 using 5-amino-2-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-1,3-thiazole-4-carboxamide (Example 15, Step 5) (42 mg, 0.13 mmol), 2-(6-bromopyridin-3-yl)propan-2-ol (for preparation, see WO 2004/050024 A2 Example 120 Step A) (29 mg, 0.13 mmol), Pd2(dba)3 (12 mg, 0.013 mmol), X-PHOS (32 mg, 0.067 mmol), potassium carbonate (19 mg, 0.13 mmol), and tert-amyl alcohol (0.27 ml) as starting materials. 1H NMR (500 MHz, d6-DMSO) δ 11.31 (s, 1H), 8.40 (d, 1H), 7.83 (dd, 1H), 7.65 (s, 1H), 7.48 (s, 1H), 7.32 (d, 2H), 7.20 (d, 1H), 5.38 (s, 1H), 5.13 (s, 1H), 1.44 (s, 6H), 1.43 (s, 6H). LRMS (APCI) calc'd for C21H23F2N4O3S [M+H]+ 449.1, found 449.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08278335B2
Quelldatensatzuspto-grants-2012_10
ORD IDord-08a89075738440b984fd96eab72a37cf
Quellennotizuspto-grants-2012_10