Lithium Hydroxide → HCID 46181265, compound

HRID 1851319Notes

Reaction equation

HRID 1851319 reaction equation
C([O:3][C:4](=[O:28])[CH2:5][CH2:6][C:7]1[N:8]([C:20]2[S:21][CH:22]=[C:23]([C:25](=[O:27])[NH2:26])[N:24]=2)[C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:10][CH:11]=1)C.[Li+].[OH-]>CO.C1COCC1>[C:25]([C:23]1[N:24]=[C:20]([N:8]2[C:9]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[CH:10][CH:11]=[C:7]2[CH2:6][CH2:5][C:4]([OH:28])=[O:3])[S:21][CH:22]=1)(=[O:27])[NH2:26]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 67175500HCID 67175500, compound

Product 1

HCID 46181265HCID 46181265, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To 3-[1-(4-Carbamoyl-thiazol-2-yl)-5-(4-methoxy-phenyl)-1H-pyrrol-2-yl]-propionic acid ethyl ester (0.15 mmol) in a 2:1 mixture of methanol/THF was added 2M LiOH (0.30 mmol). The reaction mixture was stirred for 24 hours. The solvent was removed in vacuo. The residue was diluted with water (2 mL) and extracted with ethyl ether. The pH of the aqueous layer was adjusted to 2 with 1N HCl. The resulting suspension was filtered; the solid was washed with water and dried to give the final compound. Yield: 36 mg, 69%.

Workup

  1. customThe solvent was removed in vacuo
  2. additionThe residue was diluted with water (2 mL)
  3. extractionextracted with ethyl ether
  4. filtrationThe resulting suspension was filtered
  5. washthe solid was washed with water
  6. customdried

Sources & evidence

ORD record
ord-a67a58b091ca45dcbfb6821141a80b45
Source dataset
uspto-grants-2015_02
Patent number
US08957105B2

Reaction notes

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