1-(3-(Trifluoromethyl)phenyl)piperazine → 3-Iodo-6-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]pyridazine

HRID 486456Notes

Reaction equation

[I:1][C:2]1[N:3]=[N:4][C:5](I)=[CH:6][CH:7]=1.[F:9][C:10]([F:24])([F:23])[C:11]1[CH:12]=[C:13]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[CH:14]=[CH:15][CH:16]=1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C(=O)C>[I:1][C:2]1[N:3]=[N:4][C:5]([N:20]2[CH2:19][CH2:18][N:17]([C:13]3[CH:14]=[CH:15][CH:16]=[C:11]([C:10]([F:23])([F:24])[F:9])[CH:12]=3)[CH2:22][CH2:21]2)=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 70 °C

Procedure

A mixture of 5.2 parts of 3,6-diiodopyridazine, 3.5 parts of 1-[3-(trifluoromethyl)phenyl]piperazine, 3.2 parts of sodium carbonate and 90 parts of N,N-dimethylacetamide was stirred and heated overnight at 70° C. The reaction mixture was poured onto water. The precipitated product was filtered off and crystallized from 2-propanol, yielding 3.2 parts (48%) of 3-iodo-6-[4-[3-(trifluoromethyl)phenyl)-1-piperazinyl]-pyridazine; mp. 144.6° C. (compound 202).

Workup

additionThe reaction mixture was poured onto water
filtrationThe precipitated product was filtered off
customcrystallized from 2-propanol

Sources & evidence

ORD record: ord-51bf58bafdd34543b17f45460f05faa0
Source dataset: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05292738

Reaction notes

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