Sodium Hydroxide → HCID 66955879, compound

HRID 1399669Notes

Reaction equation

HRID 1399669 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([CH:14]([CH2:19][CH2:20][CH3:21])[C:15]([O:17]C)=[O:16])=[C:12]([CH3:22])[N:11]=[C:10]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:9]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:13]([CH:14]([CH2:19][CH2:20][CH3:21])[C:15]([OH:17])=[O:16])=[C:12]([CH3:22])[N:11]=[C:10]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66955365HCID 66955365, compound

Product 1

HCID 66955879HCID 66955879, compoundYield 48.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared according to general method D from methyl 2-(4-(4-chlorophenyl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (0.056 g; 0.142 mmol), sodium hydroxide 10N (0.142 mL; 1.42 mmol) in methanol (1.4 mL). 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 0.026 g (48%) 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-42318e3d42224b1e94c7330f1631b613
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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