Potassium Bromide → 3-{4-[3-(4-Fluoro-phenyl)-ureido]-phenyl}-isoxazole-5-carboxylic acid

HRID 75785Notes

Reaction equation

C([O:3][C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([NH:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[O:19])=[CH:13][CH:12]=2)[CH:7]=1)=[O:5])C.[K+].[Br-]>>[F:27][C:24]1[CH:25]=[CH:26][C:21]([NH:20][C:18](=[O:19])[NH:17][C:14]2[CH:13]=[CH:12][C:11]([C:8]3[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[O:10][N:9]=3)=[CH:16][CH:15]=2)=[CH:22][CH:23]=1

Participants

Reactant 2

HCID 253877Potassium Bromide

HCID 67354018HCID 67354018, compound

Product 1

HCID 673531173-{4-[3-(4-Fluoro-phenyl)-ureido]-phenyl}-isoxazole-5-carboxylic acidYield 95.2%

Procedure

The title compound was prepared from 3-{4-[3-(4-fluoro-phenyl)-ureido]-phenyl}-isoxazole-5-carboxylic acid ethyl ester using the procedure as set forth in Example 8 and was obtained in 95.2% yield. Mass (ES+): 342 (M++1); IR (KBr): 3307, 3004 (br), 2871 (br), 1711, 1640, 1601, 1546; 1H NMR (DMSO-d6) δ: 7.08 (t, 2H), 7.43 (m, 2H), 7.49 (d, 2H), 7.67 (s, 1H), 7.84 (d, 2H), 8.77 (s, 1H), 8.93 (s, 1H).

Workup

customwas obtained in 95.2% yield

Sources & evidence

ORD record: ord-322dca9a27144c6eb27e52f55e69c7c5
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08835428B2

Reaction notes

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