HCID 68671161, compound → HCID 68670270, compound

HRID 2047393Notes

Reaction equation

HRID 2047393 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]([N:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[C:23]([C:28]3[N:32]([CH3:33])[C:31]4[CH:34]=[CH:35][CH:36]=[CH:37][C:30]=4[N:29]=3)[CH:22]=2)[CH2:17][CH2:16]1)=[O:14])=O)(C)(C)C>C(Cl)Cl.CCOCC>[F:27][C:24]1[CH:25]=[CH:26][C:21]([N:18]2[CH2:19][CH2:20][N:15]([C:13]([C@@H:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[O:14])[CH2:16][CH2:17]2)=[CH:22][C:23]=1[C:28]1[N:32]([CH3:33])[C:31]2[CH:34]=[CH:35][CH:36]=[CH:37][C:30]=2[N:29]=1

Participants

4

Reactant 1

HCID 68671161HCID 68671161, compound

Product 1

HCID 68670270HCID 68670270, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of (S)-2-{-4-[4-fluoro-3-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-piperazine-1-carbonyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (0.05 g, 0.10 mmol) in DCM (0.5 mL) 2M HCl in Et2O (2.0 mL) was added and the resulting suspension was stirred at room temperature overnight. The reaction was concentrated under reduced pressure then water (4.0 mL) was added and the mixture was concentrated again to afford 0.04 g of the title compound as chlorhydrate salt (86%).

Workup

  1. concentrationThe reaction was concentrated under reduced pressure
  2. additionwater (4.0 mL) was added
  3. concentrationthe mixture was concentrated again

Sources & evidence

ORD record
ord-642f3142728449c2b9ff5dce0de87405
Source dataset
uspto-grants-2013_11
Patent number
US08592463B2

Reaction notes

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