Sodium Hydroxide → HCID 66956276, compound

HRID 1399663Notes

Reaction equation

HRID 1399663 reaction equation
[CH3:1][C:2]1[C:7]([CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([O:11]C)=[O:10])=[C:6]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH3:25])[CH2:20][CH2:19]3)[N:5]=[C:4]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:3]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[C:7]([CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([OH:11])=[O:10])=[C:6]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH3:25])[CH2:20][CH2:19]3)[N:5]=[C:4]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66955946HCID 66955946, compound

Product 1

HCID 66956276HCID 66956276, compoundYield 46.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared according to general method D from methyl 2-(4-methyl-6-(1-methylindolin-5-yl)-2-phenylpyrimidin-5-yl)pentanoate (0.064 g; 0.154 mmol), sodium hydroxide 10N (0.154 mL; 1.54 mmol) in methanol (1.5 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 0.029 g (45%) of the title compound as a red oil.

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-8452556d7fc74f17aff35421c9a64ffe
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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