Sodium Hydroxide → HCID 66956326, compound

HRID 1399720Notes

Reaction equation

HRID 1399720 reaction equation
[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[C:6]([C:13]2[C:18]([CH:19]([CH2:24][CH2:25][CH3:26])[C:20]([O:22]C)=[O:21])=[C:17]([CH3:27])[N:16]=[C:15]([N:28]4[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]4)[N:14]=2)=[CH:5][CH:4]=[C:3]3[CH2:2]1.[OH-].[Na+]>CO>[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[C:6]([C:13]2[C:18]([CH:19]([CH2:24][CH2:25][CH3:26])[C:20]([OH:22])=[O:21])=[C:17]([CH3:27])[N:16]=[C:15]([N:28]4[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]4)[N:14]=2)=[CH:5][CH:4]=[C:3]3[CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66955956HCID 66955956, compound

Product 1

HCID 66956326HCID 66956326, compoundYield 108.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared according to general method D from methyl 2-(4-(1,2-dihydroacenaphthylen-5-yl)-6-methyl-2-(piperidin-1-yl)pyrimidin-5-yl)pentanoate (0.040 g; 0.090 mmol), sodium hydroxide 10N (0.150 mL; 1.50 mmol) in methanol (1.5 mL) at 60° C. for 18 h. Purification by flash-chromatography on silica gel using a gradient of methanol (1-10%) in dichloromethane, followed by a purification by preparative HPLC (HPLC method 1) furnished 0.042 g (100%) of the title compound as a white solid.

Workup

  1. customThis compound was prepared
  2. customPurification by flash-chromatography on silica gel using a gradient of methanol (1-10%) in dichloromethane
  3. customfollowed by a purification by preparative HPLC (HPLC method 1)

Sources & evidence

ORD record
ord-a3bfc4e1be5f48a1a06db34603588942
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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