3-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)pyrazol-3-yl]propanoic Acid → 3-[4-Bromo-5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-propionic acid

HRID 1761571Notes

Reaction equation

HRID 1761571 reaction equation
ClC1C=CC(C2N(C3C=CC(OC)=CC=3)N=C(CCCO)C=2)=CC=1.[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([C:32]2[N:36]([C:37]3[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=3)[N:35]=[C:34]([CH2:45][CH2:46][C:47]([OH:49])=[O:48])[CH:33]=2)=[CH:28][CH:27]=1.[Br:50]C1C(CCCO)=NN(C2C=CC(OC)=CC=2)C=1C1C=CC(Cl)=CC=1>>[Br:50][C:33]1[C:34]([CH2:45][CH2:46][C:47]([OH:49])=[O:48])=[N:35][N:36]([C:37]2[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=2)[C:32]=1[C:29]1[CH:28]=[CH:27][C:26]([Cl:25])=[CH:31][CH:30]=1

Participants

4

Reactant 3

HCID 1888503-[5-(4-chlorophenyl)-1-(4-methoxyphenyl)pyrazol-3-yl]propanoic AcidHCID 14497416HCID 14497416, compoundHCID 144975684-Bromo-5-(4-chlorophenyl)-3-(3-hydroxypropyl)-1-(4-methoxyphenyl)pyrazole

Product 1

HCID 144975663-[4-Bromo-5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-pyrazolyl]-propionic acid

Procedure

Substituting Compound 2 for the acid 12 in Example 37 afforded 4-bromo-5-(4-chlorophenyl)-3-(3-hydroxypropyl)-1-(4-methoxyphenyl)pyrazole, as an off-white solid, 87%, mp=118.5°-120°. (compound No. 183) MS, m/e 420 (M+).

Sources & evidence

ORD record
ord-0cca043699b7462c807cdb5d223c3ebe
Source dataset
uspto-grants-1989_05
Patent number
US04826868

Reaction notes

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