Benzylamine → N-Benzyl-4,6-dichloropyrimidin-2-amine

HRID 1893178Notes

Reaction equation

HRID 1893178 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl[C:17]1[N:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[N:18]=1>O1CCCC1>[CH2:1]([NH:8][C:17]1[N:22]=[C:21]([Cl:23])[CH:20]=[C:19]([Cl:24])[N:18]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 773782,4,6-Trichloropyrimidine

Product 1

HCID 12611954N-Benzyl-4,6-dichloropyrimidin-2-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Benzylamine (0.53 g, 0.54 ml, 5 mmol) and triethylamine (0.50 g, 0.69 ml, 5 mmol) in tetrahydrofuran (20 ml) were added to 2,4,6-trichloropyrimidine (0.917 g, 5 mmol) in tetrahydrofuran (20 ml) at 0° C. The mixture was stirred for several hours. The precipitate then filtered through celite, then the most of the methanol was removed in vacuo. The residue was purified in silica to provide a colorless oil.

Workup

  1. filtrationThe precipitate then filtered through celite
  2. customthe most of the methanol was removed in vacuo
  3. customThe residue was purified in silica
  4. customto provide a colorless oil

Sources & evidence

ORD record
ord-86e19e74865245e381c292a85e4ded1f
Source dataset
uspto-grants-2013_08
Patent number
US08513233B2

Reaction notes

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