3-Isoxazolamine → HCID 11997171, compound

HRID 641992Notes

Reaction equation

[CH3:1][N:2]([CH3:27])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][N:10]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][C:24]=1[CH3:25])[C:19](O)=[O:20])[C:9]2=[O:26].[NH2:28][C:29]1[CH:33]=[CH:32][O:31][N:30]=1>>[CH3:27][N:2]([CH3:1])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][N:10]([C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][C:24]=1[CH3:25])[C:19]([NH:28][C:29]1[CH:33]=[CH:32][O:31][N:30]=1)=[O:20])[C:9]2=[O:26]

Participants

Reactant 2

HCID 18102163-Isoxazolamine

HCID 68603430HCID 68603430, compound

Product 1

HCID 11997171HCID 11997171, compound

Procedure

Using an analogous procedure to that described paragraph (A) in the portion of Example 4, 3-[6-{2-[dimethylamino]ethoxy}-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoic acid was reacted with 3-aminoisoxazole to give 3-[6-{2-[Dimethylamino]ethoxy}-4-oxoquinazolin-3(4H)-yl]-N-isoxazol-3-yl-4-methylbenzamide; NMR Spectrum: (DMSOd6) 2.17 (s, 3H), 2.25 (s, 6H), 2.70 (m, 2H), 4.19 (m, 2H), 7.04 (s, 1H), 7.50 (d, 1H), 7.60 (m, 2H), 7.72 (m, 1H), 8.07 (m, 2H), 8.20 (m, 1H), 8.83 (s, 1H), 11.45 (s, 1H); Mass Spectrum: M+H+ 434.

Sources & evidence

ORD record: ord-1890b4e785a34d0b9bd85d20da335e8e
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696215B2

Reaction notes

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