Hydrochloric Acid → 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [2-(4-methoxyphenyl)-2-oxoethyl]amide

HRID 1693447Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1693447
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([CH2:15][NH:16][C:17]([C:19]3[NH:28][C:22]4=[CH:23][N:24]=[C:25]([Cl:27])[CH:26]=[C:21]4[CH:20]=3)=[O:18])OCC[O:11]2)=[CH:6][CH:5]=1>CC(C)=O>[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10](=[O:11])[CH2:15][NH:16][C:17]([C:19]2[NH:28][C:22]3=[CH:23][N:24]=[C:25]([Cl:27])[CH:26]=[C:21]3[CH:20]=2)=[O:18])=[CH:8][CH:9]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 59753533CID 59753533

Produkt 1

HCID 111987015-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [2-(4-methoxyphenyl)-2-oxoethyl]amide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Aqueous hydrochloric acid (2.1 mL, 2M) was added to a solution of 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [2-(4-methoxyphenyl)[1,3]dioxolan-2-ylmethyl]amide (Preparation 49, 160 mg, 0.41 mmol) in acetone (20 mL). The mixture was heated under reflux for 90 min then allowed to cool to rt. The suspension was filtered then washed with acetone and air dried, to give the title compound as a pale yellow solid. δH (d6 DMSO): 3.86 (3H, s), 4.79 (2H, d), 7.08 (2H, d), 7.23 (1H, s), 7.77 (1H, s), 8.03 (2H, d), 8.58 (1H, s), 9.14 (1H, t), 12.31 (1H, br s). m/z (ES+) 344 [M+H]+; RT=3.34 min.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 90 min
  3. filtrationThe suspension was filtered
  4. washthen washed with acetone and air
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9c4dd7ac36ee4840b5ce9b824a385694
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08158622B2

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