Triethylamine → HCID 178418938, compound

HRID 1864606Notes

Reaction equation

HRID 1864606 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[NH2:10][C:11]1[CH:15]=[C:14]([CH:16]2[CH2:18][CH2:17]2)[NH:13][N:12]=1.C(N(CC)CC)C>CCO>[CH:16]1([C:14]2[CH:15]=[C:11]([NH:10][C:6]3[CH:5]=[C:4]([Cl:9])[N:3]=[C:2]([Cl:1])[N:7]=3)[NH:12][N:13]=2)[CH2:18][CH2:17]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 773782,4,6-TrichloropyrimidineHCID 27580143-cyclopropyl-1H-pyrazol-5-amine

Product 1

HCID 178418938HCID 178418938, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,4,6-trichloropyrimidine (600 mg, 3.27 mmol) and 3-amino-5-cyclopropylpyrazole (403 mg, 3.27 mmol) in EtOH (10 mL) was added triethylamine (456 μL, 3.27 mmol) and the reaction mixture was stirred for 15 hours at room temperature. The solvent was evaporated and the residue was purified by flash chromatography (SiO2, Hexane/AcOEt gradient) to afford (5-cyclopropyl-2H-pyrazol-3-yl)-(2,6-dichloropyrimidin-4-yl)-amine (705 mg, 80%).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by flash chromatography (SiO2, Hexane/AcOEt gradient)

Sources & evidence

ORD record
ord-cccab28d30ff4d339c55e41f5a918018
Source dataset
uspto-grants-2009_12
Patent number
US07625913B2

Reaction notes

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