Piperidine → HCID 89835592, compound

HRID 2277096Notes

Reaction equation

HRID 2277096 reaction equation
N1CCCCC1.C1C2C(COC([N:24]3[CH2:29][CH2:28][O:27][CH2:26][C@H:25]3[C:30](=[O:49])[NH:31][CH2:32][C:33]3[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:34]=3[CH2:40][NH:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])=O)C3C(=CC=CC=3)C=2C=CC=1>C(Cl)Cl>[C:45]([O:44][C:42](=[O:43])[NH:41][CH2:40][C:34]1[CH:35]=[CH:36][C:37]([Cl:39])=[CH:38][C:33]=1[CH2:32][NH:31][C:30]([C@@H:25]1[CH2:26][O:27][CH2:28][CH2:29][NH:24]1)=[O:49])([CH3:48])([CH3:46])[CH3:47]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 89835594HCID 89835594, compound

Product 1

HCID 89835592HCID 89835592, compoundYield 6.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Piperidine (4.5 mL, 45.2 mmol) was added to a solution of (S)-(9H-Fluoren-9-yl)methyl-3-{(2-[{(tert-butoxycarbonyl)amino}methyl]-5-chlorobenzyl}carbamoyl]morpholine-4-carboxylate (4.10 g, 67.6 mmol) in CH2Cl2 (20 mL) at 0° C. and the reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated to dryness and the residue was purified by reverse phase combiflash chromatography (C18; 10-100% acetonitrile/water) to afford the title compound as a white solid (1.61 g).

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe residue was purified by reverse phase combiflash chromatography (C18; 10-100% acetonitrile/water)

Sources & evidence

ORD record
ord-36e1dcd3d8f24f1ea50fa14a082b0753
Source dataset
uspto-grants-2015_09
Patent number
US09133147B2

Reaction notes

Loading…