HCID 59715925, compound → HCID 17956460, compound

HRID 2223723Notes

Reaction equation

HRID 2223723 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>C(Cl)Cl>[CH3:21][C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=1)[CH:14]=[C:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

3

Reactant 1

HCID 59715925HCID 59715925, compound

Product 1

HCID 17956460HCID 17956460, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 4-(3-methyl-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester (287.4 mg, 1 mmol) in CH2Cl2 (1 mL) TFA (1 mL) is added. The solution is stirred for 2 h at 20° C. The solvent is evaporated, the residue dissolved CH2Cl2 (75 mL) and washed with 1 M aqueous NaOH (2×20 mL). The organic layer is dried (Na2SO4), filtered and concentrated to provide the title compound.

Workup

  1. customThe solvent is evaporated
  2. dissolutionthe residue dissolved CH2Cl2 (75 mL)
  3. washwashed with 1 M aqueous NaOH (2×20 mL)
  4. dry with materialThe organic layer is dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-a1cc5f849e3d484581a56379c6dee97f
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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