Methanol → Brt3qrq73F

HRID 448200Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 448200
I[C:2]1[CH:3]=[C:4]2[CH2:19][C@@:9]3([C:17]4[C:12](=[N:13][CH:14]=[CH:15][CH:16]=4)[NH:11][C:10]3=[O:18])[CH2:8][C:5]2=[N:6][CH:7]=1.[C:20]([O-:23])(=[O:22])C.[Na+].[CH3:25]O>O.ClCCl.[Pd+2].ClC1C=C[C-](P(C2C=CC=CC=2)C2C=CC=CC=2)C=1Cl.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2]>[O:18]=[C:10]1[NH:11][C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:17]2[C@@:9]21[CH2:8][C:5]1=[N:6][CH:7]=[C:2]([C:20]([O:23][CH3:25])=[O:22])[CH:3]=[C:4]1[CH2:19]2

Komponenten

6

Edukt 3

HCID 887MethanolHCID 517045Sodium AcetateHCID 58118681(6S)-3-Iodo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridin]-2' (1'H)-one

Produkt 1

HCID 69098169Brt3qrq73F

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178478475HCID 178478475, VerbindungKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of (6S)-3-iodo-5,7-dihydrospiro[cyclopenta[b]pyridine-6,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one (51.0 g, 140 mmol), sodium acetate (23.0 g, 281 mmol) and dichloro 1,1′-bis(diphenylphosphino)ferrocene palladium(II) dichloromethane adduct (2.9 g, 3.5 mmol) in MeOH (560 mL) was pressurized to 120 psi of CO at 23° C. and then heated at 80° C. for 12 h with stirring. The reaction mixture was diluted with water (1 L), and the precipitate collected by filtration, washed with water, and dried under nitrogen atmosphere to give the title compound, which was used without further purification. MS: m/z=296.1 (M+1).

Aufarbeitung

  1. customwas pressurized to 120 psi of CO at 23° C.
  2. filtrationthe precipitate collected by filtration
  3. washwashed with water
  4. customdried under nitrogen atmosphere

Quellen und Nachweise

ORD-Eintrag
ord-076404a98b5642e381efcc1e058d0dbc
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481556B2

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