Propargylamine → HCID 58727636, compound

HRID 1785296Notes

Reaction equation

HRID 1785296 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[CH2:13]([NH2:16])[C:14]#[CH:15]>C(#N)C.C(OCC)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:16][CH2:13][C:14]#[CH:15])[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 239041PropargylamineHCID 27827742,4-Dichloro-5-(trifluoromethyl)pyrimidine

Product 1

HCID 58727636HCID 58727636, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2,4-dichloro-5-trifluoromethyl-pyrimidine (3-47 g) in acetonitrile (16 mL) a solution of propargylamine (1.76 g) in acetonitrile (16 mL) was added dropwise at 0° C., the mixture warmed to r.t. and stirred at r.t. for 48 h. The suspension was diluted with ethyl acetate, washed with brine, dried (Na2SO4), and evaporated. Purification by flash chromatography on silica using hexane/methyl tert-butyl ether gave the title compound (1.97 g).

Workup

  1. washwashed with brine
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. customPurification by flash chromatography on silica

Sources & evidence

ORD record
ord-27783949e23b42948a00d34f6d795f4c
Source dataset
uspto-grants-2009_03
Patent number
US07504410B2

Reaction notes

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