3-Isoxazolamine → HCID 11997174, compound

HRID 641981Notes

Reaction equation

HRID 641981 reaction equation
[CH:1]1([N:5]2[CH2:10][CH2:9][N:8]([C:11]3[CH:12]=[C:13]4[C:18](=[CH:19][CH:20]=3)[N:17]=[CH:16][N:15]([C:21]3[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=3[CH3:30])[C:24]([OH:26])=O)[C:14]4=[O:31])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.[NH2:32][C:33]1[CH:37]=[CH:36][O:35][N:34]=1>>[CH:1]1([N:5]2[CH2:6][CH2:7][N:8]([C:11]3[CH:12]=[C:13]4[C:18](=[CH:19][CH:20]=3)[N:17]=[CH:16][N:15]([C:21]3[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=3[CH3:30])[C:24]([NH:32][C:33]3[CH:37]=[CH:36][O:35][N:34]=3)=[O:26])[C:14]4=[O:31])[CH2:9][CH2:10]2)[CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 18102163-IsoxazolamineHCID 68604379HCID 68604379, compound

Product 1

HCID 11997174HCID 11997174, compound

Procedure

Using an analogous procedure to that described paragraph (A) in the portion of Example 4, 3-[6-[4-(cyclobutyl)piperazin-1-yl]-4-oxoquinazolin-3(4H)-yl]-4-methylbenzoic acid was reacted with 3-aminoisoxazole to give 3-[6-[4-(cyclobutyl)piperazin-1-yl]-4-oxoquinazolin-3(4H)-yl]-N-isoxazol-3-yl-4-methylbenzamide; NMR Spectrum: (DMSOd6) 1.74 (m, 2H), 1.96 (m, 2H), 2.07 (m, 2H), 2.28 (s, 3H), 2.55 (m, 4H), 2.83 (m, 1H), 3.39 (m, 4H), 7.20 (s, 1H), 7.46 (m, 1H), 7.53 (d, 1H), 7.67 (m, 2H), 7.85 (s, 1H), 7.91 (s, 1H), 7.99 (d, 1H), 8.26 (s, 1H); Mass Spectrum: M+H+ 485.

Sources & evidence

ORD record
ord-ede4244dc2c74a988ac8487adeb00094
Source dataset
uspto-grants-2010_04
Patent number
US07696215B2

Reaction notes

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