Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → (R)-tert-butyl 5-oxo-4-(2-oxo-2-((R)-2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo-[2,3-b]pyridin]-5-ylamino)ethyl)-3-phenyl-8,11-dioxa-1,4-diazaspiro[5.6]-dodecane-1-carboxylate

HRID 1615782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1615782
[C:1]([O:5][C:6]([N:8]1[C:13]2([CH2:19][O:18][CH2:17][CH2:16][O:15][CH2:14]2)[C:12](=[O:20])[N:11]([CH2:21][C:22]([OH:24])=O)[C@H:10]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:55][C:56]1[CH:57]=[C:58]2[C:71](=[CH:72][CH:73]=1)[CH2:70][C@@:60]1([C:68]3[C:63](=[N:64][CH:65]=[CH:66][CH:67]=3)[NH:62][C:61]1=[O:69])[CH2:59]2>CN(C=O)C>[O:20]=[C:12]1[C:13]2([CH2:19][O:18][CH2:17][CH2:16][O:15][CH2:14]2)[N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[CH2:9][C@@H:10]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:11]1[CH2:21][C:22](=[O:24])[NH:55][C:56]1[CH:57]=[C:58]2[C:71](=[CH:72][CH:73]=1)[CH2:70][C@:60]1([C:68]3[C:63](=[N:64][CH:65]=[CH:66][CH:67]=3)[NH:62][C:61]1=[O:69])[CH2:59]2

Komponenten

5

Edukt 3

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 54776259(S)-5-amino-1,3-dihydrospiro[indene-2,3-pyrrolo[2,3-b]pyridin]-2(1H)-oneHCID 68154418(R)-2-(1-(tert-butoxycarbonyl)-5-oxo-3-phenyl-8,11-dioxa-1,4-diazaspiro[5.6]dodecan-4-yl)ethanoic acid

Produkt 1

HCID 49842606(R)-tert-butyl 5-oxo-4-(2-oxo-2-((R)-2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo-[2,3-b]pyridin]-5-ylamino)ethyl)-3-phenyl-8,11-dioxa-1,4-diazaspiro[5.6]-dodecane-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.21 g (0.5 mmol) (R)-2-(1-(tert-butoxycarbonyl)-5-oxo-3-phenyl-8,11-dioxa-1,4-diaza-spiro[5.6]dodecan-4-yl)ethanoic acid in 3 ml DMF were combined with 0.38 g (1 mmol) HATU and 0.18 ml (1.3 mmol) TEA and stirred for 10 min at RT. Then 0.13 mg (0.5 mmol) (S)-5-amino-1,3-dihydrospiro[inden-2,3′-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 ice water. The precipitate formed was suction filtered, washed with water and dried.

Aufarbeitung

  1. stirringthe mixture was stirred overnight at RT
  2. additionThe reaction mixture was poured onto ice water
  3. customThe precipitate formed
  4. filtrationfiltered
  5. washwashed with water
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c75b51f505d442dda74397577c5f8095
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765763B2

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