Ethyl piperidine-2-carboxylate → HCID 18512156, compound

HRID 1370888Notes

Reaction equation

HRID 1370888 reaction equation
CS(O[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][N:23]([CH2:36][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)[C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:25]=3[CH3:35])=[CH:18][CH:17]=2)[CH:10]=1)(=O)=O.[NH:43]1[CH2:53][CH2:52][CH2:51][CH2:50][CH:44]1[C:45]([O:47][CH2:48][CH3:49])=[O:46]>CN(C=O)C.C(OCC)(=O)C>[CH2:36]([N:23]([CH2:22][C:19]1[CH:18]=[CH:17][C:16]([O:15][C:11]2[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=2)[O:8][CH2:7][CH2:6][N:43]2[CH2:53][CH2:52][CH2:51][CH2:50][CH:44]2[C:45]([O:47][CH2:48][CH3:49])=[O:46])=[CH:21][CH:20]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][S:31]([CH3:34])(=[O:33])=[O:32])[C:25]=1[CH3:35])[C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1

Participants

5

Reactant 2

HCID 27517Ethyl piperidine-2-carboxylateHCID 18511930HCID 18511930, compound

Product 1

HCID 18512156HCID 18512156, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

The product from Example 92C (0.057 g, 0.0934 mmoles) in anhydrous DMF (1.0 mL) was treated with ethyl pipecolinate (0.072 mL, 0.467 mmoles) and heated at 80° C. overnight. The reaction was diluted with ethyl acetate, washed with H2O (2×), brine, dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure.

Workup

  1. washwashed with H2O (2×), brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-c9eb7f326545408f90ee639a6ddcca9e
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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