Hydrochloric Acid → 2-Phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate hydrochloride

HRID 453288Notes

Reaction equation

HRID 453288 reaction equation
[ClH:1].[C:2]1([C:8]2[S:9][C:10]([CH2:20][N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[C:11]([C:13]([O:15]C(C)(C)C)=[O:14])[N:12]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1>[ClH:1].[C:2]1([C:8]2[S:9][C:10]([CH2:20][N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)=[C:11]([C:13]([OH:15])=[O:14])[N:12]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67425601Tert-butyl 2-phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate

Product 1

HCID 674258692-Phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate hydrochlorideYield 82%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Concentrated HCl (2.8 ml, 33.9 mmol) was added to a solution of tert-butyl 2-phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate (2.1 g, 6.1 mmol) in THF (30 ml). The mixture was stirred at rt overnight, and concentrated in vacuo to give 2-phenyl-5-(pyrrolidin-1-ylmethyl)thiazole-4-carboxylate hydrochloride (1.5 g, 82% yield).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-dd6ed0a6c7d747779ad1d21e8251e6cb
Source dataset
uspto-grants-2013_07
Patent number
US08492401B2

Reaction notes

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