Sodium Hydroxide → HCID 178496577, compound

HRID 416005Notes

Reaction equation

HRID 416005 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][CH3:31])[CH2:26][CH2:25]4)[C:20]3=[O:32])=[C:13]([Cl:33])[CH:12]=2)=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[Cl:33][C:13]1[CH:12]=[C:11]([C:8]2[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=2)[CH:16]=[C:15]([Cl:17])[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][CH3:31])[CH2:28][CH2:29]2)[C:20]1=[O:32]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178497511HCID 178497511, compound

Product 1

HCID 178496577HCID 178496577, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Combine 3′,5′-dichloro-4′-[(R)-trans-1-(4-methoxy-cyclohexyl)-2-oxo-pyrrolidin-3-ylmethyl]-biphenyl-4-carboxylic acid methyl ester (1.60 g, 3.3 mmol), MeOH (15 mL) and 1N NaOH solution (15 mL). Stir for 3 hours at 70° C. Concentrate under vacuum and quench with 1N HCl. Filter the white precipitate and rinse the solid with water. Dry under vacuum to recover 1.32 g (86%) of the title compound: MS (m/z): 476 (M+).

Workup

  1. concentrationConcentrate under vacuum
  2. customquench with 1N HCl
  3. filtrationFilter the white precipitate
  4. washrinse the solid with water
  5. customDry under vacuum
  6. customto recover 1.32 g (86%) of the title compound

Sources & evidence

ORD record
ord-d70423df161545eea747cfe4f66b2911
Source dataset
uspto-grants-2012_01
Patent number
US08088776B2

Reaction notes

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