HCID 59497897, compound → HCID 59497895, compound

HRID 1676152Notes

Reaction equation

HRID 1676152 reaction equation
C[O:2][C:3](=[O:33])[CH2:4][NH:5][C:6](=[O:32])[CH2:7][CH2:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([C:16]2[O:17][C:18]([C:21]3[S:22][C:23]([CH3:30])=[C:24]([CH2:26][CH:27]([CH3:29])[CH3:28])[CH:25]=3)=[N:19][N:20]=2)=[CH:11][C:10]=1[CH3:31]>C1COCC1.CO.[Li+].[OH-]>[CH2:26]([C:24]1[CH:25]=[C:21]([C:18]2[O:17][C:16]([C:12]3[CH:13]=[C:14]([CH3:15])[C:9]([CH2:8][CH2:7][C:6]([NH:5][CH2:4][C:3]([OH:33])=[O:2])=[O:32])=[C:10]([CH3:31])[CH:11]=3)=[N:20][N:19]=2)[S:22][C:23]=1[CH3:30])[CH:27]([CH3:29])[CH3:28]

Participants

5

Reactant 1

HCID 59497897HCID 59497897, compound

Product 1

HCID 59497895HCID 59497895, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 3939Lithium HydroxideSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of (3-{4-[5-(4-isobutyl-5-methyl-thiophen-2-yl)-[1,3,4]oxadiazol-2-yl]-2,6-dimethyl-phenyl}-propionylamino)-acetic acid methyl ester in THF (1 mL), MeOH (1 mL) and 2 N aq. LiOH solution (0.25 mL) is stirred at rt for 4 h. The precipitate that formes is collected, washed with water and dried under HV to give (3-{4-[5-(4-isobutyl-5-methyl-thiophen-2-yl)-[1,3,4]oxadiazol-2-yl]-2,6-dimethyl-phenyl}-propionylamino)-acetic acid (9 mg) as a white powder; LC-MS: tR=0.99 min, [M+1]=456.17.

Workup

  1. customThe precipitate that formes is collected
  2. washwashed with water
  3. customdried under HV

Sources & evidence

ORD record
ord-948d8131d0814f2db21144e994fb930d
Source dataset
uspto-grants-2011_08
Patent number
US08003800B2

Reaction notes

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