Sodium Bicarbonate → N-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-fluoro-nicotinamide

HRID 888165Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 888165
[F:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:11][C:12]1[CH:21]=[C:20]2[C:15]([C:16]([CH3:24])([CH3:23])[CH2:17][NH:18][C:19]2=[O:22])=[CH:14][CH:13]=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:23][C:16]1([CH3:24])[C:15]2[C:20](=[CH:21][C:12]([NH:11][C:4](=[O:5])[C:3]3[CH:7]=[CH:8][CH:9]=[N:10][C:2]=3[F:1])=[CH:13][CH:14]=2)[C:19](=[O:22])[NH:18][CH2:17]1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 219595822-Fluoropyridine-3-carbonyl chlorideHCID 219596427-Amino-4,4-dimethyl-3,4-dihydroisoquinolin-1(2h)-one

Produkt 1

HCID 21959600N-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-fluoro-nicotinamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 2-fluoro-nicotinoyl chloride (283 mg, 1.79 mmol) and 7-amino-4,4-dimethyl-3,4-dihydro-2H-isoquinolin-1-one (340 mg, 1.79 mmol) in CH2Cl2 (10 mL) was added NaHCO3 (573 mg, 7.16 mmol). The resulting mixture was stirred for 30 min at RT and filtered. The filtrate was concentrated and purified on silica gel column to yield the title compound as white solid. MS (ES+): 314 (M+H)+. Calc'd for C17H16FN3O2—313.12

Aufarbeitung

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated
  3. custompurified on silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-55e2c9d3c17f49668799566c074a3b56
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08247556B2

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