Glycolic Acid → 2-hydroxy-N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]acetamide

HRID 1864296Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1864296
[C:1]([OH:5])(=O)[CH2:2][OH:3].[NH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:11]=1[C:12]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([CH3:28])[CH:22]=1)=[N:13][CH:14]=[N:15]2>>[OH:3][CH2:2][C:1]([NH:6][CH2:7][CH2:8][O:9][C:10]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:11]=1[C:12]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([CH3:28])[CH:22]=1)=[N:13][CH:14]=[N:15]2)=[O:5]

Komponenten

3

Edukt 2

HCID 757Glycolic AcidHCID 690591854-{[5-(2-Aminoethoxy)quinazolin-4-yl]amino}-2-methylphenol

Produkt 1

HCID 690609102-hydroxy-N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]acetamideAusbeute 58 %

Versuchsvorschrift

The procedure described in Example 3 (preparation of starting materials) was repeated using glycolic acid and 4-{[5-(2-aminoethoxy)quinazolin-4-yl]amino}-2-methylphenol to give 2-hydroxy-N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)ethyl]acetamide as a light brown solid in 58% yield; NMR spectrum (DMSO-d6) 2.16 (s, 3H), 3.69 (q, 2H), 3.76 (d, 2H), 4.43 (t, 2H), 6.82 (d, 1H), 7.30 (m, 4H), 7.90 (t, 1H), 8.20 (t, 1H), 8.66 (s, 1H), 9.42 (s, 1H), 10.55 (s, 1H); Mass spectrum MH+ 369.

Aufarbeitung

  1. customThe procedure described in Example 3 (preparation of starting materials)

Quellen und Nachweise

ORD-Eintrag
ord-2268147d0c41432ea4bb1a08deaae3bd
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625908B2

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