HCID 68670591, compound → HCID 68671269, compound

HRID 2047384Notes

Reaction equation

HRID 2047384 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]4[N:32]([CH:33]([F:35])[F:34])[C:31]5[CH:36]=[CH:37][CH:38]=[CH:39][C:30]=5[N:29]=4)[CH:23]=3)[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C>C(Cl)Cl.Cl.CCOCC>[F:35][CH:33]([F:34])[N:32]1[C:31]2[CH:36]=[CH:37][CH:38]=[CH:39][C:30]=2[N:29]=[C:28]1[C:24]1[CH:23]=[C:22]([N:19]2[CH2:18][CH2:17][N:16]([C:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[O:15])[CH2:21][CH2:20]2)[CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 1

HCID 68670591HCID 68670591, compound

Product 1

HCID 68671269HCID 68671269, compoundYield 72%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-{4-[3-(1-Difluoromethyl-1H-benzoimidazol-2-yl)-phenyl]-piperazine-1-carbonyl}-piperidine-1-carboxylic acid tert-butyl ester (0.075 g, 0.14 mmol) in DCM (0.5 mL), 2M HCl in Et2O (2.5 mL) was added and the resulting suspension was stirred at room temperature for 6 h. The precipitate was filtered and tritured with Et2O (3×20 mL) The solid was purified by preparative HPLC. HPLC fractions were neutralized with K2CO3 and concentrated. DCM (5 mL) and water (5 mL) were added, organic phase was separated and concentrated to give 44 mg of the title compound (72%).

Workup

  1. filtrationThe precipitate was filtered
  2. customwas purified by preparative HPLC
  3. concentrationconcentrated
  4. additionDCM (5 mL) and water (5 mL) were added
  5. customorganic phase was separated
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-a782def2c03a4043939360febd3d805b
Source dataset
uspto-grants-2013_11
Patent number
US08592463B2

Reaction notes

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