3-(2-Thienyl)-1,2,4-oxadiazole-5-propanoic acid → 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoic acid

HRID 584134Notes

Reaction equation

HRID 584134 reaction equation
CN(C)CCO[C:6]1[CH:7]=[C:8]([C:12]2[N:16]=[C:15]([CH2:17][CH2:18][C:19]([OH:21])=[O:20])[O:14][N:13]=2)[CH:9]=[CH:10][CH:11]=1.N1(CCOC2C=CC(C3N=C(CCC(O)=O)ON=3)=CC=2)CCOCC1.S1C=CC=C1C1N=C(CCC(O)=O)ON=1.S1C=CC(C2N=C(CCC(O)=O)ON=2)=C1.O1C2C=CC(C3N=C(CCC(O)=O)ON=3)=CC=2CC1.CC1SC=C(C2N=C(CCC(O)=O)ON=2)N=1.COC1N=CC(C2N=C(CCC(O)=O)ON=2)=CC=1.OC1N=CC(C2N=C(CCC(O)=O)ON=2)=CC=1.[N+](C1SC=C(C2N=C(CCC(O)=O)ON=2)C=1)([O-])=O.CC1SC=CC=1C1N=C(CCC(O)=O)ON=1.C(C1SC=CC=1C1N=C(CCC(O)=O)ON=1)C>>[C:8]1([C:12]2[N:16]=[C:15]([CH2:17][CH2:18][C:19]([OH:21])=[O:20])[O:14][N:13]=2)[CH:7]=[CH:6][CH:11]=[CH:10][CH:9]=1

Participants

12

Reactant 11

HCID 28113013-(2-Thienyl)-1,2,4-oxadiazole-5-propanoic acidHCID 71308913-(3-THIEN-3-YL-1,2,4-OXADIAZOL-5-YL)PROPANOIC ACIDHCID 22343072HCID 22343072, compoundHCID 22343184HCID 22343184, compoundHCID 22343239HCID 22343239, compoundHCID 22343248HCID 22343248, compoundHCID 22343273HCID 22343273, compoundHCID 22343296HCID 22343296, compoundHCID 22343311HCID 22343311, compoundHCID 22343418HCID 22343418, compoundHCID 178525366HCID 178525366, compound

Product 1

HCID 6659683-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoic acid

Procedure

3-[3-(4-Chlorophenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Bromophenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Fluorophenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3-Nitrophenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Trifluoromethoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Difluoromethoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Hydroxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3-Hydroxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Methylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3-Methylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3-Ethylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Dimethylaminomethylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3-Dimethylaminomethylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-{3-[3-(2-Dimethylaminoethoxy)phenyl]-1,2,4-oxadiazol-5-yl}propionic acid; 3-{3-[4-(2-Morpholin-4-ylethoxy)phenyl]-1,2,4-oxadiazol-5-yl}propionic acid; 3-[3-(2,3-Dichlorophenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3,4-Difluorophenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3-Chloro-4-methylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3-Fluoro-4-methylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Chloro-3-fluorophenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3,4-Methylenedioxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Methylsulfanylphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(4-Methoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(2,3-Dimethoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(2,4-Dimethoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(2,5-Dimethoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(2,6-Dimethoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(3,5-Dimethoxyphenyl-1,2,4-oxadiazol-5-yl)]propionic acid; 3-[3-(Thiophen-2-yl)-1,2,4-oxadiazol-5-yl]propionic acid; 3-[3-(Thiophen-3-yl)-1,2,4-oxadiazol-5-yl]propionic acid; 3-[3-(2,3-Dihydrobenzofuran-5-yl)-1,2,4-oxadiazol-5-yl]propionic acid; 3-[3-(2-Methylthiazol-4-yl)-1,2,4-oxadiazol-5-yl]propionic acid; 3-[3-(6-Methoxypyridin-3-yl)-1,2,4-oxadiazol-5-yl]propionic acid; 3-[3-(6-Hydroxypyridin-3-yl)-1,2,4-oxadiazol-5-yl]propionic acid; 3-[3-(5-Nitrothiophen-3-yl)-1,2,4-oxadiazol-5-yl]propionic acid; 3-[3-(2-Methylthiophen-3-yl)-1,2,4-oxadiazol-5-yl]propionic acid; and 3-[3-(2-Ethylthiophen-3-yl)-1,2,4-oxadiazol-5-yl]propionic acid.

Sources & evidence

ORD record
ord-378139a64553468baa1ea5493d468187
Source dataset
uspto-grants-2005_08
Patent number
US06924284B2

Reaction notes

Loading…