Lithium Hydroxide → Lithium 2-(1-phenylpiperidin-4-yl)thiazole-5-carboxylate

HRID 715805Notes

Reaction equation

HRID 715805 reaction equation
[C:1]1([N:7]2[CH2:12][CH2:11][CH:10]([C:13]3[S:14][C:15]([C:18]([O:20]CC)=[O:19])=[CH:16][N:17]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+:23].[OH-]>O1CCCC1.CO>[C:1]1([N:7]2[CH2:12][CH2:11][CH:10]([C:13]3[S:14][C:15]([C:18]([O-:20])=[O:19])=[CH:16][N:17]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+:23]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86701984Ethyl 2-(1-phenylpiperidin-4-yl)thiazole-5-carboxylate

Product 1

HCID 86701985Lithium 2-(1-phenylpiperidin-4-yl)thiazole-5-carboxylate

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

A solution of ethyl 2-(1-phenylpiperidin-4-yl)thiazole-5-carboxylate (31 mg, 0.098 mmol) in 1 ml of 1:1 tetrahydrofuran/methanol was treated with 1M aqueous LiOH (0.11 ml, 0.11 mol) and stirred at 65° C. for 3 hours. The mixture was taken to dryness and used directly in the next step.

Sources & evidence

ORD record
ord-4db2e0fb77b243f8b93a5b03fdbf089e
Source dataset
uspto-grants-2015_11
Patent number
US09187472B2

Reaction notes

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