Triethylamine → HCID 17915739, Verbindung

HRID 346680

Reaktionsgleichung

Reaktionsgleichung von HRID 346680
CO[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([OH:14])=O)=[CH:6]2.Cl.[CH3:16][N:17](C)[CH2:18][CH2:19]CN=C=NCC.ON1C2C=CC=CC=2N=N1.[CH3:37][CH2:38][N:39]([CH2:42][CH3:43])[CH2:40][CH3:41].N1C=CC(N2CCC([O:55][C:56]3[CH:61]=[CH:60][C:59]([NH2:62])=[CH:58][N:57]=3)C2)=CC=1.[C:63]([O-])(O)=[O:64].[Na+]>CN(C=O)C>[N:17]1[CH:18]=[CH:19][C:38]([N:39]2[CH2:42][CH2:43][CH2:41][CH:40]2[O:55][C:56]2[CH:61]=[CH:60][C:59]([NH:62][C:12]([C:7]3[NH:8][C:9]4[C:5]([CH:6]=3)=[CH:4][CH:3]=[C:11]([O:64][CH3:63])[CH:10]=4)=[O:14])=[CH:58][N:57]=2)=[CH:37][CH:16]=1

Komponenten

8

Edukt 6

HCID 8471TriethylamineHCID 204015-Methoxyindole-2-carboxylic acidHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 17915767HCID 17915767, Verbindung

Produkt 1

HCID 17915739HCID 17915739, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-methoxyindole-2-carboxylic acid (168 mg, 0.88 mmol) in DMF (4 ml) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (168 mg, 0.88 mmol), 1-hydroxybenzotriazole (118 mg, 0.88 mmol) and Et3N (0.12 ml, 0.88 mmol) followed by 1-(4-pyridyl)-3-(5-amino-2-pyridyloxy)pyrrolidine (150 mg, 0.58 mmol) and the resulting suspension stirred at room temperature for 7 days. The mixture was poured into saturated aqueous NaHCO3 solution and the solid precipitate collected by filtration and washed with water then dried (over P2O5) to give 1-(4-pyridyl)-(5-(6-methoxyindol-2-ylcarbonylamino)pyrid-2-yloxy)pyrrolidine as an off white solid (195 mg);

Aufarbeitung

  1. filtrationthe solid precipitate collected by filtration
  2. washwashed with water
  3. dry with materialthen dried (over P2O5)

Quellen und Nachweise

ORD-Eintrag
ord-f371cd3f91514211a46171d1ef93ed8a
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07173025B1

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