3-Ethylisoxazol-5-amine → HCID 66907111, compound

HRID 1690501Notes

Reaction equation

HRID 1690501 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23](Cl)=[O:24])=[CH:18][CH:17]=1.[NH2:26][C:27]1[O:31][N:30]=[C:29]([CH2:32][CH3:33])[CH:28]=1>>[CH2:32]([C:29]1[CH:28]=[C:27]([NH:26][C:23](=[O:24])[CH2:22][C:19]2[CH:20]=[CH:21][C:16]([O:15][C:6]3[C:5]4[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:9]=[CH:8][N:7]=3)=[CH:17][CH:18]=2)[O:31][N:30]=1)[CH3:33]

Participants

3

Reactant 2

HCID 108662953-Ethylisoxazol-5-amineHCID 86238128HCID 86238128, compound

Product 1

HCID 66907111HCID 66907111, compoundYield 55%

Procedure

Using an analogous procedure to that described in Example 19, 2-[4-(6,7-dimethoxyquinazolin-4-yloxy)phenyl]acetyl chloride was reacted with 5-amino-3-ethylisoxazole. There was thus obtained the title compound in 55% yield; 1H NMR: (DMSOd6) 1.16 (t, 3H), 2.56 (q, 2H), 3.76 (s, 2H), 3.97 (s, 3H), 3.99 (s, 3H) 6.16 (s, 1H), 7.27 (d, 1H), 7.39 (s, 1H), 7.41 (d, 2H), 7.55 (s, 1H), 8.54 (s, 1H); Mass Spectrum: M+H+ 435.

Sources & evidence

ORD record
ord-c5dc829a8da046498a5e8d775787250d
Source dataset
uspto-grants-2012_04
Patent number
US08153643B2

Reaction notes

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