HCID 178497513, compound → HCID 178460988, compound

HRID 1160259Notes

Reaction equation

HRID 1160259 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([Cl:17])[C:14]([CH2:18][C@@H:19]3[CH2:23][CH2:22][N:21]([C@H:24]4[CH2:29][CH2:28][C@H:27]([O:30][Si:31]([CH:38]([CH3:40])[CH3:39])([CH:35]([CH3:37])[CH3:36])[CH:32]([CH3:34])[CH3:33])[CH2:26][CH2:25]4)[C:20]3=[O:41])=[C:13]([Cl:42])[CH:12]=2)=[CH:7][CH:6]=1)=[O:4]>CO.[OH-].[Na+]>[Cl:17][C:15]1[CH:16]=[C:11]([C:8]2[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=2)[CH:12]=[C:13]([Cl:42])[C:14]=1[CH2:18][C@@H:19]1[CH2:23][CH2:22][N:21]([C@H:24]2[CH2:25][CH2:26][C@H:27]([O:30][Si:31]([CH:32]([CH3:33])[CH3:34])([CH:35]([CH3:36])[CH3:37])[CH:38]([CH3:40])[CH3:39])[CH2:28][CH2:29]2)[C:20]1=[O:41]

Participants

4

Reactant 1

HCID 178497513HCID 178497513, compound

Product 1

HCID 178460988HCID 178460988, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Place 3′,5′-Dichloro-4′-[(R)-2-oxo-trans-1-(4-triisopropylsilanyloxy-cyclohexyl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carboxylic acid methyl ester (Preparation 20) (1.32 g, 2.09 mmol) in MeOH (10 mL) and 1N NaOH solution (10 mL). Stir for 3 hours at reflux. Strip most of the solvent and quench with 1N HCl. Filter white precipitate and rinse with water on the filter. After drying receive 0.95 g (74%) of the title compound: Mass spectrum (apci) m/z=617 (M+H).

Workup

  1. temperatureat reflux
  2. customStrip most of the solvent and quench with 1N HCl
  3. filtrationFilter white precipitate
  4. washrinse with water on the filter
  5. customAfter drying

Sources & evidence

ORD record
ord-1a41c1d3310a497f8b7118bcd9bffc93
Source dataset
uspto-grants-2010_10
Patent number
US07816349B2

Reaction notes

Loading…