HCID 86639881, compound → 3-{2-Ethyl-4-[5-(2-ethyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenyl}-propionic acid

HRID 2040808Notes

Reaction equation

HRID 2040808 reaction equation
C([O:5][C:6](=[O:32])[CH2:7][CH2:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([C:16]2[N:20]=[C:19]([C:21]3[CH:26]=[C:25]([CH3:27])[N:24]=[C:23]([CH2:28][CH3:29])[CH:22]=3)[O:18][N:17]=2)=[CH:11][C:10]=1[CH2:30][CH3:31])(C)(C)C>Cl>[CH2:30]([C:10]1[CH:11]=[C:12]([C:16]2[N:20]=[C:19]([C:21]3[CH:26]=[C:25]([CH3:27])[N:24]=[C:23]([CH2:28][CH3:29])[CH:22]=3)[O:18][N:17]=2)[CH:13]=[C:14]([CH3:15])[C:9]=1[CH2:8][CH2:7][C:6]([OH:32])=[O:5])[CH3:31]

Participants

3

Reactant 1

HCID 86639881HCID 86639881, compound

Product 1

HCID 592347473-{2-Ethyl-4-[5-(2-ethyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenyl}-propionic acid

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of the above 3-{2-ethyl-4-[5-(2-ethyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenyl}-propionic acid tert. butyl ester in 6 N aq. HCl (10 mL) is stirred at 65° C. for 18 h. The solvent is evaporated and the residue is suspended in MeCN. The solid material is collected, washed with additional MeCN and dried under high vacuum to give 3-{2-ethyl-4-[5-(2-ethyl-6-methyl-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenyl}-propionic acid (135 mg) as a white powder; LC-MS: tR=0.86 min, [M+1]+=380.13.

Workup

  1. customThe solvent is evaporated
  2. customThe solid material is collected
  3. washwashed with additional MeCN
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-b52515d8958c42e6881c61f1128974a0
Source dataset
uspto-grants-2013_11
Patent number
US08580824B2

Reaction notes

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