Sodium Bicarbonate → (3R)-tert-butyl 3-(3,5-difluorophenyl)-5-oxo-4-(2-oxo-2-(2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3'-pyrrolo[2,3-b]pyridin]-3-ylamino)ethyl)-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate

HRID 1615758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1615758
[C:1]([CH2:4][N:5]1[C:10](=[O:11])[C:9]2([CH2:17][O:16][CH2:15][CH2:14][O:13][CH2:12]2)[N:8]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:7][C@H:6]1[C:25]1[CH:30]=[C:29]([F:31])[CH:28]=[C:27]([F:32])[CH:26]=1)([OH:3])=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:57][C:58]1[CH:59]=[C:60]2[CH2:75][C:65]3([C:73]4[C:68](=[N:69][CH:70]=[CH:71][CH:72]=4)[NH:67][C:66]3=[O:74])[CH2:64][C:61]2=[N:62][CH:63]=1.C(=O)([O-])O.[Na+]>CN(C=O)C>[F:32][C:27]1[CH:26]=[C:25]([C@H:6]2[N:5]([CH2:4][C:1](=[O:3])[NH:57][C:58]3[CH:59]=[C:60]4[CH2:75][C:65]5([C:73]6[C:68](=[N:69][CH:70]=[CH:71][CH:72]=6)[NH:67][C:66]5=[O:74])[CH2:64][C:61]4=[N:62][CH:63]=3)[C:10](=[O:11])[C:9]3([CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17]3)[N:8]([C:18]([O:20][C:21]([CH3:24])([CH3:22])[CH3:23])=[O:19])[CH2:7]2)[CH:30]=[C:29]([F:31])[CH:28]=1

Komponenten

6

Edukt 4

HCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 579740903-amino-5,7-dihydrospiro[cyclopenta-[b]pyridin-6.3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 68154191tert-butyl (R)-4-carboxymethyl-3-(3,5-difluoro-phenyl)-5-oxo-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate

Produkt 1

HCID 68154406(3R)-tert-butyl 3-(3,5-difluorophenyl)-5-oxo-4-(2-oxo-2-(2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3'-pyrrolo[2,3-b]pyridin]-3-ylamino)ethyl)-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.13 g (0.28 mmol) tert-butyl (R)-4-carboxymethyl-3-(3,5-difluoro-phenyl)-5-oxo-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate in 2 ml DMF were combined with 0.11 g (0.29 mmol) HATU and 0.08 ml (0.60 mmol) TEA and stirred for 3 min at RT. Then 72 mg (0.28 mmol) 3-amino-5,7-dihydrospiro[cyclopenta-[b]pyridin-6.3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one were added and the mixture was stirred overnight at RT. The reaction mixture was poured onto saturated sodium hydrogen carbonate solution. The precipitate formed was suction filtered, washed with water and dried.

Aufarbeitung

  1. stirringthe mixture was stirred overnight at RT
  2. customThe precipitate formed
  3. filtrationfiltered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-6fbd4eac41c04364a55d76724c56b438
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765763B2

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