Thionyl Chloride → 2-(4-(4-(chloromethyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)-5-ethylpyrimidine

HRID 1928625Notes

Reaction equation

HRID 1928625 reaction equation
[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([N:9]2[CH2:14][CH2:13][CH:12]([N:15]3[C:19]([C:20]([F:23])([F:22])[F:21])=[C:18]([CH2:24]O)[CH:17]=[N:16]3)[CH2:11][CH2:10]2)=[N:7][CH:8]=1)[CH3:2].S(Cl)([Cl:28])=O>ClCCl>[Cl:28][CH2:24][C:18]1[CH:17]=[N:16][N:15]([CH:12]2[CH2:13][CH2:14][N:9]([C:6]3[N:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][N:7]=3)[CH2:10][CH2:11]2)[C:19]=1[C:20]([F:23])([F:22])[F:21]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 57708404(1-(1-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanol

Product 1

HCID 577083712-(4-(4-(chloromethyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl)piperidin-1-yl)-5-ethylpyrimidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution (1-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanol (0.13 g, 0.366 mmol) in dichloromethane (3 mL) was added thionyl chloride (1.2 mL) and the solution was stirred at room temperature for 2 h. The reaction was concentrated in vacuo and the crude product was used in the next step without further purification.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-928069e2cfdd402bb27d48b08560dce5
Source dataset
uspto-grants-2012_05
Patent number
US08183381B2

Reaction notes

Loading…