Ammonia methanol → HCID 57599580, compound

HRID 2356343Notes

Reaction equation

HRID 2356343 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1([OH:19])[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH2:7]1)C.[NH3:21].CO>>[OH:19][C:6]1([CH2:5][C:4]([NH2:21])=[O:3])[CH2:11][CH2:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 21855396HCID 21855396, compound

Product 1

HCID 57599580HCID 57599580, compound

Procedure

A solution of ethyl[4-hydroxy-1-(phenylmethyl)-4-piperidinyl]acetate (15 g, 54.15 mmol) [prepared according to Caroon, J. M.; et al. J. Med. Chem. 1981, 24, 1320.] in 7N NH3-MeOH (16 mL) was heated to 100° C. in a sealed tube for 3d. The solution was cooled and concentrated and the residue washed with DCM providing the title compound (4 g, 30%) as a white solid which was used directly without further purification: LCMS (ES) m/e 249 (M+H)+.

Workup

  1. temperatureThe solution was cooled
  2. concentrationconcentrated
  3. washthe residue washed with DCM providing the title compound (4 g, 30%) as a white solid which
  4. customwas used directly without further purification

Sources & evidence

ORD record
ord-c50a86f34af743acaedc9fbfa8eba413
Source dataset
uspto-grants-2010_07
Patent number
US07759340B2

Reaction notes

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