HCID 57718998, compound → HCID 10195632, compound

HRID 1985123Notes

Reaction equation

HRID 1985123 reaction equation
C([O:3][C:4](=[O:37])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH:18]2[CH2:22][N:21]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=3)[C:20](=[O:34])[N:19]2[CH3:35])=[CH:11][C:10]=1[CH3:36])([CH3:7])[CH3:6])C>CO>[C:30]([C:27]1[CH:28]=[CH:29][C:24]([CH2:23][N:21]2[CH2:22][CH:18]([CH2:17][CH2:16][CH2:15][C:12]3[CH:13]=[CH:14][C:9]([O:8][C:5]([CH3:6])([CH3:7])[C:4]([OH:37])=[O:3])=[C:10]([CH3:36])[CH:11]=3)[N:19]([CH3:35])[C:20]2=[O:34])=[CH:25][CH:26]=1)([CH3:31])([CH3:32])[CH3:33]

Participants

3

Reactant 1

HCID 57718998HCID 57718998, compound

Product 1

HCID 10195632HCID 10195632, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

2-(4-{3-[1-(4-tert-Butyl-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-propyl}-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (0.065 g, 0.128 mmole) is treated with 3:1 MeOH/5.0N NaOH (4 mL) at room temperature overnight, and then concentrated. The resulting residue is diluted with water (2 mL), cooled down to 0° C., acidified to pH=2 by adding concentrated HCl dropwise. The aqueous suspension is loaded on a Chem elut tube and eluted with DCM (50 mL). Evaporation of methylene chloride gives the titled compound as an oil (0.060 g, 98%). Mass [EI+] 481 (M+H)+, [EI−] 479 (M−H)−.

Workup

  1. concentrationconcentrated
  2. additionThe resulting residue is diluted with water (2 mL)
  3. additionby adding concentrated HCl dropwise
  4. washeluted with DCM (50 mL)
  5. customEvaporation of methylene chloride

Sources & evidence

ORD record
ord-16bc7c04ce9b40a4821aa1cb8ecb75d0
Source dataset
uspto-grants-2009_06
Patent number
US07544812B2

Reaction notes

Loading…