Diisopropylethylamine → 1-(6-(indoline-1-carbonyl)pyrimidin-4-yl)spiro[piperidine-4,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

HRID 1640266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1640266
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]2([CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[C:2]1=[O:15].Cl[C:17]1[N:22]=[CH:21][N:20]=[C:19]([C:23]([N:25]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:27][CH2:26]2)=[O:24])[CH:18]=1.CCN(C(C)C)C(C)C>CN(C=O)C>[N:25]1([C:23]([C:19]2[N:20]=[CH:21][N:22]=[C:17]([N:12]3[CH2:11][CH2:10][C:3]4([C:4]5[C:5](=[N:6][CH:7]=[CH:8][CH:9]=5)[NH:1][C:2]4=[O:15])[CH2:14][CH2:13]3)[CH:18]=2)=[O:24])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:27][CH2:26]1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 56651734Spiro[piperidine-4,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-oneHCID 58117518(6-Chloropyrimidin-4-yl)-(2,3-dihydroindol-1-yl)-methanone

Produkt 1

HCID 426100731-(6-(indoline-1-carbonyl)pyrimidin-4-yl)spiro[piperidine-4,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

43 mg (0.21 mmol) spiro[piperidine-4,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one were added to 50 mg (0.19 mmol) (6-chloro-pyrimidin-4-yl)-(2,3-dihydro-indol-1-yl)-methanone and 52 μL (0.58 mmol) DIPEA in 5 mL DMF. The reaction mixture was stirred for 2 h at RT. The reaction mixture was evaporated down using the rotary evaporator and the residue was mixed with 20 mL water and stirred for 30 min at RT. The product precipitated was suction filtered, stirred with diisopropylether and isopropanol, suction filtered and dried.

Aufarbeitung

  1. customThe reaction mixture was evaporated down
  2. customthe rotary evaporator
  3. additionthe residue was mixed with 20 mL water
  4. stirringstirred for 30 min at RT
  5. customThe product precipitated
  6. filtrationfiltered
  7. stirringstirred with diisopropylether and isopropanol, suction
  8. filtrationfiltered
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-0c73855477984bb493bcf676f4b1cebe
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110575B2

Notizen zur Reaktion

Wird geladen…