Piperidine → 5-(4-chloro-2-oxo-1,2-dihydro-pyrrolo [2,3-b]pyridin-3-ylidenemethyl)-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide

HRID 397380

Reaktionsgleichung

Reaktionsgleichung von HRID 397380
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9](=[O:11])[CH2:10][C:3]=12.[N:12]1([CH2:18][CH2:19][NH:20][C:21]([C:23]2[NH:24][C:25]([CH:29]=O)=[C:26]([CH3:28])[CH:27]=2)=[O:22])[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.N1CCCCC1>C(O)C>[N:12]1([CH2:18][CH2:19][NH:20][C:21]([C:23]2[NH:24][C:25]([CH:29]=[C:10]3[C:3]4[C:4](=[N:5][CH:6]=[CH:7][C:2]=4[Cl:1])[NH:8][C:9]3=[O:11])=[C:26]([CH3:28])[CH:27]=2)=[O:22])[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 111945634-Chloro-1H-pyrrolo[2,3-B]pyridin-2(3H)-oneHCID 112770865-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide

Produkt 1

HCID 701609235-(4-chloro-2-oxo-1,2-dihydro-pyrrolo [2,3-b]pyridin-3-ylidenemethyl)-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amideAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A reaction mixture of 4-chloro-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one (85 mg, 0.5 mmol), 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide (125 mg, 0.5 mmol), 0.1 mL of piperidine and 10 mL of ethanol was stirred at room temperature overnight. The yellow precipitate was filtered after cooled with an ice bath, washed with cold ethanol and dried to give 185 mg (92%) of 5-(4-chloro-2-oxo-1,2-dihydro-pyrrolo[2,3-b]pyridin-3-ylidenemethyl)-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide.

Aufarbeitung

  1. filtrationThe yellow precipitate was filtered
  2. temperatureafter cooled with an ice bath
  3. washwashed with cold ethanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-46e1ae3ea67549dbb46efb62529df636
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610688B2

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