Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 14801914, compound

HRID 704900Notes

Reaction equation

HRID 704900 reaction equation
Cl.Cl.[N:3]1[CH:8]=[CH:7][CH:6]=[N:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C([O-])(=O)C.[Na+].[CH3:20][C:21]1([NH:27][C:28](=[O:31])[CH:29]=[CH2:30])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[N:3]1[CH:8]=[CH:7][CH:6]=[N:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:30][CH2:29][C:28]([NH:27][C:21]2([CH3:20])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[O:31])[CH2:11][CH2:10]1

Participants

5

Reactant 4

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 517045Sodium AcetateHCID 116802722-Piperazinylpyrimidine dihydrochlorideHCID 20073510HCID 20073510, compound

Product 1

HCID 14801914HCID 14801914, compoundYield 41.9%

Procedure

The title compound was prepared from -1-(2-pyrimidyl)piperazine dihydrochloride (2.77 g, 0.0117 mol), sodium acetate (1.92 g, 0.0234 mol) and the mixture of 3-N-1-methylcyclohexyl-bromopropanamide and N-1-methylcyclohexyl acrylamide (1.8 g, 0.0098 mol) in the manner described in Example 16 to give 1.36 g of the title compound as the dihydrochloride (32%, based on the amide mixture), mp. 204°-209° C.

Sources & evidence

ORD record
ord-6fc82b76ccae4072860c8ae56e087d21
Source dataset
uspto-grants-1991_01
Patent number
US04988814

Reaction notes

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