3,5-Dimethylpyrazole → 4-(4-Chlorophenyl)-2-(3,5-dimethyl-1-pyrazolyl)-5-oxazolepropionic acid

HRID 2300684Notes

Reaction equation

HRID 2300684 reaction equation
Cl[C:2]1[O:3][C:4]([CH2:14][CH2:15][C:16]([O:18]C)=[O:17])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:6]=1.[CH3:20][C:21]1[CH:25]=[C:24]([CH3:26])[NH:23][N:22]=1>>[Cl:13][C:10]1[CH:9]=[CH:8][C:7]([C:5]2[N:6]=[C:2]([N:22]3[C:21]([CH3:20])=[CH:25][C:24]([CH3:26])=[N:23]3)[O:3][C:4]=2[CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 62103,5-DimethylpyrazoleHCID 10990225Methyl 3-[2-chloro-4-(4-chlorophenyl)-5-oxazolyl]propionate

Product 1

HCID 210886284-(4-Chlorophenyl)-2-(3,5-dimethyl-1-pyrazolyl)-5-oxazolepropionic acidYield 90%

Procedure

In the same manner as in Example 30, obtained was: 4-(4-chlorophenyl)-2-(3,5-dimethyl-1-pyrazolyl)-5-oxazolepropionic acid (yield: 90%) by reaction of methyl 2-chloro-4-(4-chlorophenyl)-5-oxazolepropionate with 3,5-dimethylpyrazole followed by hydrolysis of the resulting product. This was recrystallized from ethanol to give colorless needles. mp 201-202° C.

Workup

  1. customIn the same manner as in Example 30, obtained

Sources & evidence

ORD record
ord-92e8bdbd913d4b13a4bdef6f28573573
Source dataset
uspto-grants-2002_12
Patent number
US06498179B1

Reaction notes

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