HCID 178423455, compound → HCID 178423454, compound

HRID 77101Notes

Reaction equation

HRID 77101 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([CH:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[C:24]([C:29]4[NH:33][C:32]5[CH:34]=[CH:35][C:36]([CH3:38])=[CH:37][C:31]=5[N:30]=4)[CH:23]=3)[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.CCOCC>[F:28][C:25]1[CH:26]=[CH:27][C:22]([N:19]2[CH2:18][CH2:17][CH:16]([C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:15])[CH2:21][CH2:20]2)=[CH:23][C:24]=1[C:29]1[NH:33][C:32]2[CH:34]=[CH:35][C:36]([CH3:38])=[CH:37][C:31]=2[N:30]=1

Participants

4

Reactant 1

HCID 178423455HCID 178423455, compound

Product 1

HCID 178423454HCID 178423454, compoundYield 118.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

Method I—Step b A mixture of 4-{1-[4-Fluoro-3-(5-methyl-1H-benzoimidazol-2-yl)-phenyl]-piperidine-4-carbonyl}-piperazine-1-carboxylic acid tert-butyl ester (0.02 g, 0.04 mmol) in 2M HCl in Et2O (3 mL) was stirred for 2 days at room temperature, then solvent was removed and the crude filtered through an NH2 cartridge (eluent EtOAc), to obtain 0.02 g of the title compound with quantitative yield.

Workup

  1. customsolvent was removed
  2. filtrationthe crude filtered through an NH2 cartridge (eluent EtOAc)

Sources & evidence

ORD record
ord-593b68a1697644bba97db7baaab20880
Source dataset
uspto-grants-2014_09
Patent number
US08835648B2

Reaction notes

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