1-Methylpiperazine → HCID 85645436, compound

HRID 1030547Notes

Reaction equation

HRID 1030547 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.CC([O:11][C:12]1[C:15](=[O:16])[C:14](=O)[C:13]=1[Sn:18]([CH2:27][CH2:28][CH2:29][CH3:30])([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH2:21][CH3:22])C>C(OCC)C>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:14]2[C:15](=[O:16])[C:12](=[O:11])[C:13]=2[Sn:18]([CH2:23][CH2:24][CH2:25][CH3:26])([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:19][CH2:20][CH2:21][CH3:22])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 27366833-Isopropoxy-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione

Product 1

HCID 85645436HCID 85645436, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1-Methylpiperazine (0.65 g, 6.49 mmols) was added to a stirred, cooled (ice/H2O bath) solution of 4-(2-propoxy)-3-(tri-n-butylstannyl)-cyclobut-3-ene-1,2-dione (2.53 g, 5.90 mmols) in diethyl ether (80 mL). Stirring was continued with cooling for 1 hr and then at ambient temperatures for 1 hr. The mixture was concentrated and the residue chromatographed on SiO2 with ethyl acetate-methylene chloride (35:65) to afford the title compound (2.1 g, 76% yield) as a golden viscous oil.

Workup

  1. temperaturewith cooling for 1 hr
  2. concentrationThe mixture was concentrated
  3. customthe residue chromatographed on SiO2 with ethyl acetate-methylene chloride (35:65)

Sources & evidence

ORD record
ord-299c66482dd64dc69b3129d303a1080f
Source dataset
uspto-grants-1992_04
Patent number
US05106842

Reaction notes

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