Water → 1-(5-(Trifluoromethyl)pyrimidin-2-yl)piperidin-4-ol

HRID 80644Notes

Reaction equation

HRID 80644 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].CS([C:18]1[N:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][N:19]=1)(=O)=O.O>CN(C)C=O>[F:25][C:24]([F:27])([F:26])[C:21]1[CH:20]=[N:19][C:18]([N:5]2[CH2:6][CH2:7][CH:2]([OH:1])[CH2:3][CH2:4]2)=[N:23][CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 79341Piperidin-4-olHCID 219837492-(Methylsulfonyl)-5-(trifluoromethyl)pyrimidine

Product 1

HCID 577084291-(5-(Trifluoromethyl)pyrimidin-2-yl)piperidin-4-ol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-hydroxypiperidine (6.18 g, 61 mmol), and potassium carbonate (11.0 g, 80 mmol) in N,N dimethylformamide (150 mL) was added 2-(methylsulfonyl)-5-(trifluoromethyl)pyrimidine (12.3 g, 54 mmol) and stirred at room temperature for 18 h. To the reaction mixture was added 300 mL of water and the heterogeneous mixture was stirred for an additional 10 minutes. The white solid was filtered and washed with water to afford the desired product.

Workup

  1. stirringthe heterogeneous mixture was stirred for an additional 10 minutes
  2. filtrationThe white solid was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-1f7067306f804533b722d7bfe063e45d
Source dataset
uspto-grants-2014_09
Patent number
US08846675B2

Reaction notes

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