Hydrochloric Acid → HCID 66591622, compound

HRID 1093840Notes

Reaction equation

HRID 1093840 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:18]=[C:17]([C:19](=[O:41])[NH:20][CH2:21][C:22](=[O:40])[N:23]3[CH2:28][CH2:27][CH:26]([O:29][C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:39])([F:38])[F:37])[CH:31]=4)[CH2:25][CH2:24]3)[N:16]=[N:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(N1CCC(N)CC1)(OC(C)(C)C)=O.[ClH:56]>O1CCOCC1>[ClH:56].[O:40]=[C:22]([N:23]1[CH2:24][CH2:25][CH:26]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]([F:37])([F:38])[F:39])[CH:31]=2)[CH2:27][CH2:28]1)[CH2:21][NH:20][C:19]([C:17]1[N:16]=[N:15][N:14]([CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:18]=1)=[O:41]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 12682914-Amino-1-Boc-piperidineHCID 66591684HCID 66591684, compound

Product 1

HCID 66591622HCID 66591622, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4-(4-{2-oxo-2-[4-(3-trifluoromethyl-phenoxy)-piperidin-1-yl]-ethylcarbamoyl}-[1,2,3]triazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (prepared by the method used for the synthesis of Example 136, starting from 1-Boc-4-aminopiperidine) (380 mg, 0.65 mmol) in dioxane.HCl (5 mL) was stirred at ambient temperature for 1 hr. The reaction mixture was concentrated under reduced pressure to get the crude solid which was purified by recrystallisation from a mixture of MeOH and diethyl ether to afford 252 mg (73.9% Yield) of 1-piperidin-4-yl-1H-[1,2,3]triazole-4-carboxylic acid {2-oxo-2-[4-(3-trifluoromethyl-phenoxy)-piperidin-1-yl]-ethyl}-amide hydrochloride.

Workup

  1. customprepared by the method
  2. customused for the synthesis of Example 136
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customto get the crude solid which
  5. customwas purified by recrystallisation from a mixture of MeOH and diethyl ether

Sources & evidence

ORD record
ord-9b764e143f5d429cb468d56458bc4aa6
Source dataset
uspto-grants-2012_03
Patent number
US08129376B2

Reaction notes

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