Sodium Hydroxide → 1-(6-Chloropyrimidin-4-yl)azetidin-3-ol

HRID 562453Notes

Reaction equation

HRID 562453 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[OH-].[Na+].[OH:11][CH:12]1[CH2:15][NH:14][CH2:13]1>O>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:14]2[CH2:15][CH:12]([OH:11])[CH2:13]2)[CH:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 709434,6-DichloropyrimidineHCID 15142903-Hydroxyazetidine

Product 1

HCID 579250791-(6-Chloropyrimidin-4-yl)azetidin-3-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

7.3 g (48.7 mmol) of 4,6-dichloropyrimidine are suspended in 140 ml of water, and 47 ml 1 N aqueous sodium hydroxide solution are added. 5.3 g (48.7 mmol) of 3-hydroxyazetidine are added, and the reaction mixture is stirred at 90° C. for 3 d. After cooling to RT, the reaction mixture is concentrated under reduced pressure and reacted further without further purification.

Workup

  1. temperatureAfter cooling to RT
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. customreacted further without further purification

Sources & evidence

ORD record
ord-9ac6158955864f2aa78d7c64f0ec1ce0
Source dataset
uspto-grants-2011_11
Patent number
US08067407B2

Reaction notes

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