Benzene, 1-fluoro-2-methyl-4-nitro- → Piperazine, 1-(cyclopropylmethyl)-4-(2-ethyl-4-nitrophenyl)-

HRID 1630365Notes

Reaction equation

HRID 1630365 reaction equation
[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[CH2:3][CH2:2]1.F[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:13]=1[CH3:21].[CH:22](N(CC)C(C)C)(C)C>CS(C)=O>[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][N:8]([C:12]3[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:13]=3[CH2:21][CH3:22])[CH2:7][CH2:6]2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 68001Benzene, 1-fluoro-2-methyl-4-nitro-HCID 81531DiisopropylethylamineHCID 9658751-(Cyclopropylmethyl)piperazine

Product 1

HCID 67170988Piperazine, 1-(cyclopropylmethyl)-4-(2-ethyl-4-nitrophenyl)-

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner as in Production Example 5-1, but using 4-(cyclopropylmethyl)piperazine in place of N-ethylpiperazine used in Production Example 5-1, using 2-fluoro-5-nitrotoluene in place of 2-fluoro-5-nitrobenzyl alcohol, using N,N-diisopropylethylamine in place of potassium carbonate, and using dimethylsulfoxide in place of N-methylpyrrolidone, 280 mg of the entitled compound was obtained as a yellow solid.

Sources & evidence

ORD record
ord-07d895e29f394a6fa7c5b39af2832a98
Source dataset
uspto-grants-2014_07
Patent number
US08791125B2

Reaction notes

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