Hydrochloric Acid → HCID 67243359, compound

HRID 1753734Notes

Reaction equation

HRID 1753734 reaction equation
[CH:1]1([CH2:7][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH:15]2[O:19][N:18]=[C:17]([C:20]3[N:21]=[C:22]([CH:25]4[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26]4)[S:23][CH:24]=3)[CH2:16]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:38]>ClCCl.O1CCOCC1>[Cl-:38].[CH:1]1([CH2:7][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH:15]2[O:19][N:18]=[C:17]([C:20]3[N:21]=[C:22]([CH:25]4[CH2:26][CH2:27][NH2+:28][CH2:29][CH2:30]4)[S:23][CH:24]=3)[CH2:16]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67244056HCID 67244056, compound

Product 1

HCID 67243359HCID 67243359, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of tert-butyl 4-(4-{5-[2-(cyclohexylmethoxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidine-1-carboxylate (3.20 g) in dichloromethane was added dropwise, at 0° C., a 4 molar solution of hydrogen chloride (4.0 eq.) in 1,4-dioxane. The reaction mixture was stirred at 0° C. then gradually warmed to room temperature. After stirring overnight, the solvent and excess hydrogen chloride were removed. This gave 4-(4-{5-[2-(cyclohexylmethoxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidinium chloride (2.50 g).

Workup

  1. temperaturethen gradually warmed to room temperature
  2. stirringAfter stirring overnight
  3. customthe solvent and excess hydrogen chloride were removed

Sources & evidence

ORD record
ord-2e5c8995bcc24666b62ea5c557d2c37c
Source dataset
uspto-grants-2015_10
Patent number
US09167821B2

Reaction notes

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