Hydrochloric Acid → 2-(4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)-N-(2-fluorophenyl)acetamide

HRID 640009

Reaktionsgleichung

Reaktionsgleichung von HRID 640009
FC(F)(F)C(OC1C(F)=C(F)C(F)=C(F)C=1F)=O.[Cl:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:33]=[C:32]2[C:27]([C:28]([NH:34][C:35]3[CH:36]=[N:37][N:38]([CH2:40][C:41](O)=[O:42])[CH:39]=3)=[N:29][CH:30]=[N:31]2)=[CH:26][CH:25]=1.N1C=CC=CC=1.[F:50][C:51]1[CH:57]=[CH:56][CH:55]=[CH:54][C:52]=1[NH2:53].Cl>CN(C)C=O>[Cl:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:33]=[C:32]2[C:27]([C:28]([NH:34][C:35]3[CH:36]=[N:37][N:38]([CH2:40][C:41]([NH:53][C:52]4[CH:54]=[CH:55][CH:56]=[CH:57][C:51]=4[F:50])=[O:42])[CH:39]=3)=[N:29][CH:30]=[N:31]2)=[CH:26][CH:25]=1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 95842-FluoroanilineHCID 4327891Pentafluorophenyl TrifluoroacetateHCID 68638745(4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetic acid

Produkt 1

HCID 686402222-(4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)-N-(2-fluorophenyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Pentafluorophenyl trifluoroacetate (0.325 g, 1.16 mmol) was added dropwise, at room temperature, to a stirred suspension of (4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetic acid (0.300 g, 0.83 mmol) and pyridine (0.092 g, 1.16 mmol) in dimethylformamide (3 ml). After stirring for 5 minutes 2-fluoroaniline (0.184 g, 1.66 mmol) was added and the reaction stirred for 5 hours. The mixture was poured into 0.2N aqueous hydrochloric acid (25 ml) to give 2-(4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)-N-(2-fluorophenyl)acetamide as a cream coloured solid: MS (+ve ESI): 455 (M+H)+.

Aufarbeitung

  1. additionwas added

Quellen und Nachweise

ORD-Eintrag
ord-33ea3049d1f54fd2afe636ac6ce29391
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691867B2

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