Methyl iodide → HCID 19020608, compound

HRID 1109484Notes

Reaction equation

HRID 1109484 reaction equation
[C:1]([NH:4][C:5]1[CH:27]=[CH:26][C:8]([C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([Br:25])=[CH:21][CH:20]=3)[CH2:13][CH2:12]2)=[O:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[H-].[Na+].[CH3:30]I>CN(C=O)C>[C:1]([N:4]([C:5]1[CH:27]=[CH:26][C:8]([C:9]([N:11]2[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][C:19]3[CH:20]=[CH:21][C:22]([Br:25])=[CH:23][CH:24]=3)[CH2:15][CH2:16]2)=[O:10])=[CH:7][CH:6]=1)[CH3:30])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 19020606HCID 19020606, compound

Product 1

HCID 19020608HCID 19020608, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

In a manner analogous to that described in Example 5, 1.6 g of 1-(4-acetylaminobenzoyl)-4-[2-(4-bromophenyl)ethyl]-piperazine, dissolved in 15 ml DMF, are treated first with 0.2 g NaH in 10 ml DMF and then with 0.6 g methyl iodide in 5 ml DMF. The crude product is crystallised from ether. Thus 1-[4-(N-acetyl-N-methylamino)benzoyl]-4-[2-(4-bromophenyl)ethyl]-piperazine is obtained, m.p. 161°-162°.

Workup

  1. customThe crude product is crystallised from ether

Sources & evidence

ORD record
ord-587834af7da34ee185e7f8b2b966954a
Source dataset
uspto-grants-1994_06
Patent number
US05321027

Reaction notes

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