Potassium Carbonate → (3-{1-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1H-pyrrolo[3,2-b]pyridin-6-yl}phenyl)(morpholin-4-yl)methanone

HRID 1404580Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1404580
Br[C:2]1[CH:3]=[C:4]2[N:10]([O:11][CH:12]([C:14]3[C:19]([Cl:20])=[CH:18][CH:17]=[C:16]([F:21])[C:15]=3[Cl:22])[CH3:13])[CH:9]=[CH:8][C:5]2=[N:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].[N:29]1([C:35]([C:37]2[CH:38]=[C:39](B(O)O)[CH:40]=[CH:41][CH:42]=2)=[O:36])[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>CN(C=O)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:22][C:15]1[C:16]([F:21])=[CH:17][CH:18]=[C:19]([Cl:20])[C:14]=1[CH:12]([O:11][N:10]1[C:4]2[C:5](=[N:6][CH:7]=[C:2]([C:41]3[CH:42]=[C:37]([C:35]([N:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)=[O:36])[CH:38]=[CH:39][CH:40]=3)[CH:3]=2)[CH:8]=[CH:9]1)[CH3:13]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 36029163-(Morpholine-4-carbonyl)phenylboronic acidHCID 674584186-bromo-1-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1H-pyrrolo[3,2-b]pyridine

Produkt 1

HCID 58532266(3-{1-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1H-pyrrolo[3,2-b]pyridin-6-yl}phenyl)(morpholin-4-yl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 6-bromo-1-[1-(2,6-dichloro-3-fluorophenyl)ethoxy]-1H-pyrrolo[3,2-b]pyridine (75 mg, 0.195 mmol, 1.0 eq) in DMF (1.2 mL), was added Pd(PPh3)4 (15 mg), 2.0 M K2CO3 (1.0 mL), and [3-(morpholin-4-ylcarbonyl)phenyl]boronic acid (1.8 eq, 0.351 mmol). The reaction mixture was microwaved at 90° C. for 30 minutes. The upper layer was removed with a pipette, filtered, and purified with preparation HPLC to give the product.

Aufarbeitung

  1. customThe reaction mixture was microwaved at 90° C. for 30 minutes
  2. customThe upper layer was removed with a pipette
  3. filtrationfiltered
  4. custompurified with preparation HPLC
  5. customto give the product

Quellen und Nachweise

ORD-Eintrag
ord-b2cffb101d804359a32b039a6d4f7bca
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912330B2

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