Pyrrolidine → HCID 6492141, compound

HRID 431260Notes

Reaction equation

HRID 431260 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([CH3:9])[N:3]=1.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>C(O)(C)C>[Cl:1][C:2]1[N:3]=[C:4]([CH3:9])[CH:5]=[C:6]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)[N:7]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 794712,4-Dichloro-6-methylpyrimidine

Product 1

HCID 6492141HCID 6492141, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

0.815 g (5 mmol) of 2,4-dichloro-6-methylpyrimidine dissolved in in 5 ml isopropanol were treated under ice-cooling dropwise with 0.71 g (10 mmol) pyrrolidine. The mixture was stirred for 1 h at RT the concentrated in vacuo. The residue was purified on a silica gel chromatography column with CH2Cl2/AcOEt (4/1) as eluent to give 0.72 g (73%) of the desired 2-chloro-4-methyl-6-pyrrolidin-1-yl-pyrimidine as an off-white solid. EI mass spectrum, m/e: 197 (M calculated for C9H12N3Cl: 197).

Workup

  1. additionwere treated under ice-
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified on a silica gel chromatography column with CH2Cl2/AcOEt (4/1) as eluent

Sources & evidence

ORD record
ord-e134d561154b4913b0a2be18417cb293
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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