Hydrochloric Acid → HCID 2745350, compound

HRID 1500262Notes

Reaction equation

HRID 1500262 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:11]2[CH:15]=[C:14]([CH3:16])[O:13][N:12]=2)[S:9][CH:10]=1)=[O:5])C.O.[OH-].[Li+].Cl>C1COCC1.O>[CH3:16][C:14]1[O:13][N:12]=[C:11]([C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)[CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 2745347Ethyl 2-(5-methyl-1,2-oxazol-3-yl)-1,3-thiazole-4-carboxylate

Product 1

HCID 2745350HCID 2745350, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

A mixture of 2-(5-methyl-isoxazol-3-yl)-thiazole-4-carboxylic acid ethyl ester (0.24 g, 1.0 mmol) and lithium hydroxide monohydrate (84 mg, 2.0 mmol) was dissolved in THF/H2O (2/1, 9 mL). The resulting reaction was allowed to stir at room temperature for about 15 hours, then acidified using 20% aqueous HCl. The solvent was removed by lyophilization to provide 2-(5-methyl-isoxazol-3-yl)-thiazole-4-carboxylic acid (21 mg).

Workup

  1. customThe resulting reaction
  2. customThe solvent was removed by lyophilization

Sources & evidence

ORD record
ord-08a762e299fc4b1e8d76396c8a95ea5f
Source dataset
uspto-grants-2015_12
Patent number
US09206142B2

Reaction notes

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