Sodium Hydroxide → HCID 71657646, compound

HRID 517891Notes

Reaction equation

HRID 517891 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH2:24][CH2:23][CH2:22][N:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33]CC)=[O:32])[C:11]3=[N:12][C:13]=2[C:14]2[CH:15]=[N:16][C:17]([CH3:20])=[CH:18][CH:19]=2)=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH2:24][CH2:23][CH2:22][N:21]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])[C:11]3=[N:12][C:13]=2[C:14]2[CH:15]=[N:16][C:17]([CH3:20])=[CH:18][CH:19]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 89689993HCID 89689993, compound

Product 1

HCID 71657646HCID 71657646, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A solution of ethyl 7-(2,3-bis(6-methylpyridin-3-yl)-7,8-dihydropyrido[2,3-b]pyrazin-5(6H)-yl)heptanoate (step 1)(16 mg, 0.034 mmol) in MeOH (2 ml) was treated with sodium hydroxide 1M (0.101 ml, 0.101 mmol) and the resulting solution was stirred at 25° C. for 68 hours. The solution was concentrated under vacuum and the residue was diluted with water and washed with EtOAc (×2). The aqueous was acidified (pH ˜4 with 1N HCl) and extracted with DCM (×3). The extracts were dried (MgSO4) and evaporated under vacuum to afford the titled compound;

Workup

  1. concentrationThe solution was concentrated under vacuum
  2. additionthe residue was diluted with water
  3. washwashed with EtOAc (×2)
  4. extractionextracted with DCM (×3)
  5. dry with materialThe extracts were dried (MgSO4)
  6. customevaporated under vacuum

Sources & evidence

ORD record
ord-a1b44eae5484481fb5db5c381824aef1
Source dataset
uspto-grants-2015_08
Patent number
US09115129B2

Reaction notes

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