Thionyl Chloride → HCID 21935855, compound

HRID 1242434Notes

Reaction equation

HRID 1242434 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[C:10]([CH2:11]O)=[CH:9][N:8]=[C:7]([C:13]2[CH:14]=[N:15][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:18]=2)[N:6]=1.S(Cl)([Cl:25])=O>ClCCl>[Cl:25][CH2:11][C:10]1[C:5]([CH2:4][CH2:3][O:2][CH3:1])=[N:6][C:7]([C:13]2[CH:14]=[N:15][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:17][CH:18]=2)=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 21935657HCID 21935657, compound

Product 1

HCID 21935855HCID 21935855, compoundYield 100.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A cooled (0° C.) solution of 0.94 g (3 mmol) of [4-(2-methoxy-ethyl)-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidin-5-yl]-methanol in 30 ml dichloromethane was treated with 0.44 ml (6 mmol) thionylchloride and stirred for 2.5 h at RT. The reaction was evaporated, dissolved twice in heptane an evaporated to give 1.0 g of pure 5-chloromethyl-4-(2-methoxy-ethyl)-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine.

Workup

  1. customThe reaction was evaporated
  2. dissolutiondissolved twice in heptane
  3. customan evaporated

Sources & evidence

ORD record
ord-c60a519c72244f75a47b27732c52a240
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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