1,4-Dioxane hydrochloride → 4-(4-Phenyl-1,3-thiazol-2-yl)piperidine hydrochloride

HRID 222234Notes

Reaction equation

HRID 222234 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH:12]3[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]3)[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:25].O1CCOCC1>C(Cl)Cl>[ClH:25].[C:1]1([C:7]2[N:8]=[C:9]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 67109295Tert-butyl 4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxylate

Product 1

HCID 509880514-(4-Phenyl-1,3-thiazol-2-yl)piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under ice-cooling, to a mixture of tert-butyl 4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxylate (5.79 g) and DCM (30 mL) was added 4 M hydrogen chloride/dioxane (30 mL), followed by stirring for 3 hours. The resulting solid was collected by filtration, washed with diisopropyl ether, and then dried under reduced pressure to obtain 4-(4-phenyl-1,3-thiazol-2-yl)piperidine hydrochloride (4.51 g).

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with diisopropyl ether
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-450b1c4970ac458e8f1d650940f80fbe
Source dataset
uspto-grants-2012_06
Patent number
US08207199B2

Reaction notes

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