Piperazine → HCID 14502087, compound

HRID 1723018Notes

Reaction equation

HRID 1723018 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CC(C)([O-])C.[K+].Cl[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[N:21][CH:22]=2)[CH:17]=[CH:16][N:15]=1>C(O)(C)(C)C>[N:1]1([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[N:21][CH:22]=3)[CH:17]=[CH:16][N:15]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 130821701-Chloro-2,7-naphthyridineHCID 23665647Potassium tert-butoxide

Product 1

HCID 14502087HCID 14502087, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent2×

Procedure

A solution of piperazine (5.5 g, 64 mmol) in t-butanol (50 mL) was treated with potassium t-butoxide (0.9 g, 8 mmol) in one portion. After stirring for 10 minutes at 40° C. a solution of 1-chloro-2,7-naphthyridine (1.2 g, 7.3 mmol) in 10 mL of t-butanol was added. Stirring was continued overnight at 40° C. after which the solvent was removed in vacuo. The residue was purified by flash chromatography (silica gel 60 Merck, methylene chloride-methanol-ammonia 9:1:0.125) to give the product (1.0 g, 64%) as a yellow solid.

Workup

  1. additionwas added
  2. customafter which the solvent was removed in vacuo
  3. customThe residue was purified by flash chromatography (silica gel 60 Merck, methylene chloride-methanol-ammonia 9:1:0.125)

Sources & evidence

ORD record
ord-c17f0f6c62ec4490a99e0e9974cfe384
Source dataset
uspto-grants-1989_08
Patent number
US04859671

Reaction notes

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