N-methylcyclopentanamine → HCID 20150035, compound

HRID 568311

Reaction equation

HRID 568311 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8](=[O:16])OC2C=CC=CC=2)=[CH:3][N:2]=1.[CH:17]1([NH:22][CH3:23])[CH2:21][CH2:20][CH2:19][CH2:18]1>O1CCCC1>[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([N:22]([CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:23])=[O:16])=[CH:3][N:2]=1

Participants

4

Reactant 2

HCID 7020624N-methylcyclopentanamineHCID 14099147Phenyl pyridazin-4-ylcarbamate

Product 1

HCID 20150035HCID 20150035, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 2.0 grams of phenyl N-(4-pyridazinyl)carbamate (prepared as in Example 2, Step A) and 0.9 gram of N-cyclopentyl-N-methyl amine in tetrahydrofuran is heated under reflux for 18 hours. The reaction mixture is filtered and the filtrate concentrated under reduced pressure to a residue. The residue is purified by column chromatography on silica gel to yield N-(4-pyridazinyl)-N'-cyclopentyl-N'-methylurea.

Workup

  1. temperatureunder reflux for 18 hours
  2. filtrationThe reaction mixture is filtered
  3. concentrationthe filtrate concentrated under reduced pressure to a residue
  4. customThe residue is purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-4f364a08bbb1497aba4f90badbd625b0
Source dataset
uspto-grants-1988_03
Patent number
US04728355

Linked notes

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