4-[4-Fluoro-3-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester → 2-(2-Fluoro-5-piperazin-1-yl-phenyl)-1-methyl-1H-benzoimidazole

HRID 2047392Notes

Reaction equation

HRID 2047392 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[C:16]([C:21]3[N:25]([CH3:26])[C:24]4[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=4[N:22]=3)[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>C(Cl)Cl.CCOCC>[F:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:15][C:16]=1[C:21]1[N:25]([CH3:26])[C:24]2[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=2[N:22]=1

Participants

4

Reactant 1

HCID 686709934-[4-Fluoro-3-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 595680772-(2-Fluoro-5-piperazin-1-yl-phenyl)-1-methyl-1H-benzoimidazole

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-[4-Fluoro-3-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (0.86 g, 1.71 mmol) in DCM (2.0 mL) 2.0 M HCl in Et2O (10 mL) was added and the resulting suspension was stirred at room temperature overnight. The precipitate was filtered off and tritured with Et2O (3×15 mL) to afford the title compound (quantitative yield).

Workup

  1. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-2bb25821f4614467815407ea7a41389b
Source dataset
uspto-grants-2013_11
Patent number
US08592463B2

Reaction notes

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