Sodium Hydroxide → HCID 67265844, compound

HRID 1686066Notes

Reaction equation

HRID 1686066 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]([N:24]4[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]4)[C:20]3=[O:30])=[C:13]([Cl:31])[CH:12]=2)=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>C1COCC1>[Cl:31][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]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[C:20]1=[O:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67265793HCID 67265793, compound

Product 1

HCID 67265844HCID 67265844, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

Treat a solution of (R)-3′,5′-dichloro-4′-(2-oxo-1-piperidin-1-yl-pyrrolidin-3-ylmethyl)-biphenyl-4-carboxylic acid methyl ester (0.21 g) in THF (10 mL) with 5N NaOH (1 mL) and stir at 60° C. for 12 hours. Partition the mixture between ethyl acetate and water. Dry the organic layer (Na2SO4) and remove the solvent in vacuo to afford 0.19 g (93%) of the title compound. MS (m/z): 447 (M+).

Workup

  1. customPartition the mixture between ethyl acetate and water
  2. dry with materialDry the organic layer (Na2SO4)
  3. customremove the solvent in vacuo

Sources & evidence

ORD record
ord-eaddac8bf2a74e8883bb4aa2c9c1d4e8
Source dataset
uspto-grants-2012_04
Patent number
US08148534B2

Reaction notes

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