HCID 131734444, compound → HCID 117607152, compound

HRID 588761Notes

Reaction equation

HRID 588761 reaction equation
[Br:1][C:2]1[C:3]([Cl:38])=[CH:4][C:5]([O:36][CH3:37])=[C:6]([CH:35]=1)[CH2:7][N:8](CC1C=CC(OC)=CC=1OC)[C:9]([CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)=[O:10]>C(O)(C(F)(F)F)=O.C(Cl)Cl>[Br:1][C:2]1[C:3]([Cl:38])=[CH:4][C:5]([O:36][CH3:37])=[C:6]([CH:35]=1)[CH2:7][NH:8][C:9]([CH:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1)=[O:10]

Participants

4

Reactant 1

HCID 131734444HCID 131734444, compound

Product 1

HCID 117607152HCID 117607152, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

The crude tert-Butyl 4-((5-bromo-4-chloro-2-methoxybenzyl)(2,4-dimethoxybenzyl)carbamoyl)piperidine-1-carboxylate was dissolved in 50% TFA in DCM (10 mL) and the resulting mixture was stirred at room temperature for 2 h. The mixture was concentrated in vacuo and the residue was partitioned between DCM and saturate NaHCO3 aqueous solution. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford the desired product.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was partitioned between DCM
  3. concentrationsaturate NaHCO3 aqueous solution
  4. washThe organic layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ccbb2ac556ca469fa520cb9389c961a4
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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