Water → HCID 58386504, compound

HRID 74560Notes

Reaction equation

HRID 74560 reaction equation
[OH:1][CH:2]1[C:11]([CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[N:23]=[CH:22][N:21]=[C:20]([C:24]([O:26]CC)=[O:25])[CH:19]=3)[CH2:14][CH2:13]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.O.[OH-].[Na+]>C1COCC1>[O:1]=[C:2]1[C:11]([CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[N:23]=[CH:22][N:21]=[C:20]([C:24]([OH:26])=[O:25])[CH:19]=3)[CH2:14][CH2:13]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 67339216HCID 67339216, compound

Product 1

HCID 58386504HCID 58386504, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.10 g (2.91 mmol) ethyl 6-[4-(2-hydroxy-1,2-dihydro-quinolin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylate were stirred overnight at RT in 20 mL THF, 1.5 mL water and 1.5 mL of a 4 M NaOH solution. The organic solvent was eliminated by rotary evaporation and the precipitated solid was suction filtered. The filtrate was acidified with a 4 M HCl solution and the precipitated solid was suction filtered and dried.

Workup

  1. customThe organic solvent was eliminated by rotary evaporation
  2. filtrationfiltered
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-264a82ce634849e1817271d9cab84704
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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