3,6-Dichloropyridazine → HCID 86702048, compound

HRID 873571Notes

Reaction equation

HRID 873571 reaction equation
[NH:1]1[CH2:4][CH:3]([NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9])[CH2:2]1.[Cl:13][C:14]1[N:15]=[N:16][C:17](Cl)=[CH:18][CH:19]=1.C(N(C(C)C)C(C)C)C>CS(C)=O.O>[Cl:13][C:14]1[N:15]=[N:16][C:17]([N:1]2[CH2:4][CH:3]([NH:5][C:6](=[O:12])[O:7][C:8]([CH3:9])([CH3:11])[CH3:10])[CH2:2]2)=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 673313,6-DichloropyridazineHCID 81531DiisopropylethylamineHCID 15194053-Aminoazetidine, 3-BOC protected

Product 1

HCID 86702048HCID 86702048, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

tert-Butyl azetidin-3-ylcarbamate (500 mg, 2.90 mmol) and 3,6-dichloropyridazine (454 mg, 3.05 mmol) were combined in DMSO (5 mL) and N-ethyl-N-isopropylpropan-2-amine (563 mg, 4.35 mmol), and the mixture was heated overnight at 100° C. The mixture was cooled to room temperature and diluted with water. Filtration provided the title compound.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-3e33112adb46430a8732625ac441c45f
Source dataset
uspto-grants-2015_03
Patent number
US08975398B2

Reaction notes

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