Triethylamine → HCID 178418938, compound

HRID 491373Notes

Reaction equation

HRID 491373 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 (60 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-090d36abea954c0b819d333830d85a39
Source dataset
uspto-grants-2009_05
Patent number
US07531536B2

Reaction notes

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