1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 67171766, compound

HRID 552140Notes

Reaction equation

HRID 552140 reaction equation
[CH:1]1([CH2:4][CH2:5][NH:6][C:7]([C:9]2[N:10]=[N:11][C:12](Cl)=[CH:13][CH:14]=2)=[O:8])[CH2:3][CH2:2]1.[NH:16]1[CH2:21][CH2:20][CH:19]([CH2:22][OH:23])[CH2:18][CH2:17]1.N12CCCN=C1CCCCC2>O1CCOCC1.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH:1]1([CH2:4][CH2:5][NH:6][C:7]([C:9]2[N:10]=[N:11][C:12]([N:16]3[CH2:21][CH2:20][CH:19]([CH2:22][OH:23])[CH2:18][CH2:17]3)=[CH:13][CH:14]=2)=[O:8])[CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 4207714-PiperidinemethanolHCID 655615656-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

Product 1

HCID 67171766HCID 67171766, compound

Reagents, catalysts & solvents 2

HCID 74236Tetrabutylammonium BromideCatalystHCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of 6-chloropyridazine-3-carboxylic acid (2-cyclopropylethyl)-amide (0.200 g, 0.90 mmol) in 1,4-dioxane (10 mL) was added 4-piperidine methanol (0.155 g, 1.40 mmol), 1,8-diazabicyclo[5.4.0]undec-7-ene (0.4 mL, 2.700 mmol) and tetrabutyl ammonium bromide (0.032 g, 0.10 mmol). The resulting mixture was stirred at reflux for 18 hours. 1,4-Dioxane was removed in vacuo and the obtained crude product was used without further purification.

Workup

  1. temperatureat reflux for 18 hours
  2. custom1,4-Dioxane was removed in vacuo
  3. customthe obtained crude product
  4. customwas used without further purification

Sources & evidence

ORD record
ord-1da58eb7722547caa8e1929806a913ea
Source dataset
uspto-grants-2011_05
Patent number
US07951805B2

Reaction notes

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