4-Chlorobenzamide → {4-Bromo-2-[2-(4-chlorophenyl)oxazol-4-yl]phenoxy}acetic acid

HRID 910037Notes

Reaction equation

HRID 910037 reaction equation
C([O:3][C:4](=[O:18])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][C:8]=1[C:14](=O)[CH2:15]Br)C.[Cl:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH2:26])=[O:25])=[CH:22][CH:21]=1>>[Br:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:3])=[O:18])=[C:8]([C:14]2[N:26]=[C:24]([C:23]3[CH:27]=[CH:28][C:20]([Cl:19])=[CH:21][CH:22]=3)[O:25][CH:15]=2)[CH:9]=1

Participants

3

Reactant 2

HCID 120844-ChlorobenzamideHCID 57658801[4-Bromo-2-(2-bromoacetyl)phenoxy]acetic acid ethyl ester

Product 1

HCID 57658748{4-Bromo-2-[2-(4-chlorophenyl)oxazol-4-yl]phenoxy}acetic acid

Procedure

Title compound was prepared from [4-bromo-2-(2-bromoacetyl)phenoxy]acetic acid ethyl ester and 4-chlorobenzamide according to GP5 and GP3: LC/MS (an10p8) Rt 2.90 min, m/z 407.7 [M+H]+; 1H NMR (CDCl3): δ 4.89 (s, 2H), 7.09 (d, 1H), 7.48 (d, 1H), 7.64 (d, 2H), 8.08 (d, 2H), 8.20 (s, 1H), 8.89 (s, 1H), 13.2 (br s, 1H).

Sources & evidence

ORD record
ord-9d8ba2ce14b241ffb696259897f92bf3
Source dataset
uspto-grants-2011_09
Patent number
US08022063B2

Reaction notes

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