Ammonia methanol → HCID 57599580, compound

HRID 1787697Notes

Reaction equation

HRID 1787697 reaction equation
[OH:1][C:2]1([CH2:15][C:16]([O:18]CC)=O)[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[NH3:21].CO>>[OH:1][C:2]1([CH2:15][C:16]([NH2:21])=[O:18])[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:4][CH2:3]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-b00dbf4c77824248b309f19951c6afa3
Source dataset
uspto-grants-2009_03
Patent number
US07511035B2

Reaction notes

Loading…