tert-Butyl 2-bromopropanoate → 2-{4-[5-(2-Fluorophenoxy)oxazolo[5,4-b]pyridin-2-yl]-2,6-dimethylphenoxy}propionic acid

HRID 2039764Notes

Reaction equation

HRID 2039764 reaction equation
[F:1][C:2]1[CH:30]=[CH:29][CH:28]=[CH:27][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[O:11][C:12]([C:14]3[CH:24]=[C:23]([CH3:25])[C:17]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[C:16]([CH3:26])[CH:15]=3)=[N:13][C:8]2=[CH:7][CH:6]=1.F[C:32]1C=CC=CC=1OC1N=C2OC(C3C=C(C)C(O)=C(C)C=3)=NC2=CC=1.BrC(C)C(OC(C)(C)C)=O>>[F:1][C:2]1[CH:30]=[CH:29][CH:28]=[CH:27][C:3]=1[O:4][C:5]1[N:10]=[C:9]2[O:11][C:12]([C:14]3[CH:15]=[C:16]([CH3:26])[C:17]([O:18][CH:19]([CH3:32])[C:20]([OH:22])=[O:21])=[C:23]([CH3:25])[CH:24]=3)=[N:13][C:8]2=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 545327tert-Butyl 2-bromopropanoateHCID 71186361HCID 71186361, compoundHCID 1364132384-[5-(2-Fluorophenoxy)oxazolo[5,4-b]pyridin-2-yl]-2,6-dimethylphenol

Product 1

HCID 711860162-{4-[5-(2-Fluorophenoxy)oxazolo[5,4-b]pyridin-2-yl]-2,6-dimethylphenoxy}propionic acid

Procedure

2-{4-[5-(2-Fluorophenoxy)oxazolo[5,4-b]pyridin-2-yl]-2,6-dimethylphenoxy}propionic acid was prepared analogously to Example 1 (steps (e) and (f)) by reaction of 4-[5-(2-fluorophenoxy)oxazolo[5,4-b]pyridin-2-yl]-2,6-dimethylphenol with tert-butyl 2-bromopropionate and subsequent ester cleavage.

Sources & evidence

ORD record
ord-ee80ca5016bd4a70892e8d470c79b286
Source dataset
uspto-grants-2013_11
Patent number
US08580816B2

Reaction notes

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