tert-butyl (4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetate hydrochloride → (4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetic acid

HRID 640008

Reaktionsgleichung

Reaktionsgleichung von HRID 640008
Cl.[Cl:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([NH:17][C:18]3[CH:19]=[N:20][N:21]([CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])[CH:22]=3)=[N:12][CH:13]=[N:14]2)=[CH:9][CH:8]=1>FC(F)(F)C(O)=O>[ClH:2].[Cl:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([NH:17][C:18]3[CH:19]=[N:20][N:21]([CH2:23][C:24]([OH:26])=[O:25])[CH:22]=3)=[N:12][CH:13]=[N:14]2)=[CH:9][CH:8]=1

Komponenten

4

Edukt 1

HCID 86609386tert-butyl (4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetate hydrochloride

Produkt 2

HCID 313Hydrochloric AcidHCID 68638745(4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetic acidAusbeute 197,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of tert-butyl (4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetate hydrochloride (7.33 g, 16.1 mmol) in trifluoroacetic acid (60 ml) was stirred at room temperature for 30 minutes. The mixture was concentrated and the residue was suspended in water (120 ml), basified to pH 12 with 40% aqueous sodium hydroxide solution and then re-acidified to pH 4.8 with 2N aqueous hydrochloric acid to give (4-{[7-(3-chloropropoxy)quinazolin-4-yl]amino}-1H-pyrazol-1-yl)acetic acid (5.74 g, 98% yield) as a cream coloured solid:

Aufarbeitung

  1. concentrationThe mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-6d8fccfec7c9465697b7695f5e05a15e
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691867B2

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