4-bromo-N,N-dimethylaniline → HCID 58847324, compound

HRID 1272321Notes

Reaction equation

HRID 1272321 reaction equation
Br[C:2]1[CH:10]=[CH:9][C:5]([N:6]([CH3:8])[CH3:7])=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:24][CH2:23][N:22]([C:25]3[C:26]([CH3:39])=[C:27]([CH3:38])[C:28]4[O:32][C:31]([CH3:34])([CH3:33])[C:30](=[O:35])[C:29]=4[C:36]=3[CH3:37])[CH2:21][CH2:20]2)=[CH:15][CH:14]=1>C(OCC)(=O)C.CCCCCC>[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([N:19]2[CH2:20][CH2:21][N:22]([C:25]3[C:26]([CH3:39])=[C:27]([CH3:38])[C:28]4[O:32][C:31]([CH3:34])([CH3:33])[C:30]([C:2]5[CH:10]=[CH:9][C:5]([N:6]([CH3:8])[CH3:7])=[CH:4][CH:3]=5)([OH:35])[C:29]=4[C:36]=3[CH3:37])[CH2:23][CH2:24]2)=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 114654-bromo-N,N-dimethylanilineHCID 229355955-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,4,6,7-pentamethyl-1-benzofuran-3(2H)-one

Product 1

HCID 58847324HCID 58847324, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Using 4-bromo-N,N-dimethylaniline and 4-(4-methoxyphenyl)-1-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-on-5-yl)piperazine obtained in Reference Example 13, the title compound was synthesized in the same manner as in Example 33. Yield 73%. mp. 144–146° C. (ethyl acetate-hexane).

Workup

  1. customobtained in Reference Example 13

Sources & evidence

ORD record
ord-279a4ddcc1c74f50ada02f57536f0344
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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