Ethanol → 1-(Thiazol-2-yl)piperidin-4-amine trifluoroacetate

HRID 1880650Notes

Reaction equation

HRID 1880650 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC(=O)[NH:14][CH:15]1[CH2:20][CH2:19][N:18]([C:21]2[S:22][CH:23]=[CH:24][N:25]=2)[CH2:17][CH2:16]1)(C)(C)C.C(O)C>C(Cl)Cl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[S:22]1[CH:23]=[CH:24][N:25]=[C:21]1[N:18]1[CH2:19][CH2:20][CH:15]([NH2:14])[CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 702EthanolHCID 6422Trifluoroacetic acidHCID 69231551Tert-butyl (1-(thiazol-2-yl)piperidin-4-yl)carbamate

Product 1

HCID 691528731-(Thiazol-2-yl)piperidin-4-amine trifluoroacetateYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (10 ml) was added to a solution of 1.14 g (4.00 mmol) (1-thiazol-2-yl-piperidin-4-yl)-carbamic acid-tert-butyl ester in DCM (10 ml). The reaction solution was stirred for 1 h at RT and subsequently concentrated in vacuo. 1.02 g (0.34 mmol, 86%) 1-(thiazol-2-yl)piperidin-4-amine trifluoroacetate were obtained by crystallisation of the residue from an ethanol/EE-mixture.

Workup

  1. concentrationsubsequently concentrated in vacuo

Sources & evidence

ORD record
ord-0f23662a8d41474eb26ea37678df3c50
Source dataset
uspto-grants-2012_11
Patent number
US08318774B2

Reaction notes

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