4-[4-(4-Bromo-3-trifluoromethoxy-phenylcarbamoyl)-piperazin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester → 4-Piperidin-4-yl-piperazine-1-carboxylic acid (4-bromo-3-trifluoromethoxy-phenyl)-amide

HRID 1500529Notes

Reaction equation

HRID 1500529 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20](=[O:34])[NH:21][C:22]3[CH:27]=[CH:26][C:25]([Br:28])=[C:24]([O:29][C:30]([F:33])([F:32])[F:31])[CH:23]=3)[CH2:16][CH2:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[Br:28][C:25]1[CH:26]=[CH:27][C:22]([NH:21][C:20]([N:17]2[CH2:16][CH2:15][N:14]([CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH2:19][CH2:18]2)=[O:34])=[CH:23][C:24]=1[O:29][C:30]([F:31])([F:32])[F:33]

Participants

4

Reactant 1

HCID 867005114-[4-(4-Bromo-3-trifluoromethoxy-phenylcarbamoyl)-piperazin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 867005194-Piperidin-4-yl-piperazine-1-carboxylic acid (4-bromo-3-trifluoromethoxy-phenyl)-amide

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 4-[4-(4-bromo-3-trifluoromethoxy-phenylcarbamoyl)-piperazin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester (61.8 mg, 0.11 mmol) in 4 M of HCl in 1,4-dioxane (2.8 mL) was stirred at RT for 1 h to provide the title intermediate.

Sources & evidence

ORD record
ord-64b623be125145f4b0fad151ddda0476
Source dataset
uspto-grants-2015_12
Patent number
US09206159B2

Reaction notes

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