1-Methyl-1H-imidazol-2-amine → 1-(1-methyl-1H-imidazole-2-yl)-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine

HRID 2063913Notes

Reaction equation

HRID 2063913 reaction equation
Cl[CH2:2][CH2:3][N:4]([CH2:19][CH2:20]Cl)[C:5]1[C:6]([CH3:18])=[C:7]([CH3:17])[C:8]2[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][C:9]=2[C:15]=1[CH3:16].[CH3:22][N:23]1[CH:27]=[CH:26][N:25]=[C:24]1[NH2:28]>>[CH3:22][N:23]1[CH:27]=[CH:26][N:25]=[C:24]1[N:28]1[CH2:20][CH2:19][N:4]([C:5]2[C:6]([CH3:18])=[C:7]([CH3:17])[C:8]3[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][C:9]=3[C:15]=2[CH3:16])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 5663211-Methyl-1H-imidazol-2-amineHCID 66760837N,N-bis(2-chloroethyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine

Product 1

HCID 594850741-(1-methyl-1H-imidazole-2-yl)-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazineYield 51.9%

Procedure

By using N,N-bis(2-chloroethyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine (330 mg, 1.0 mmol) synthesized in Reference Example 146 and 1-methyl-1H-imidazole-2-amine (146 mg, 1.5 mmol), the reaction was carried out in the same manner as Example 117 to obtain 184 mg of the title compound as an oily product (yield 52%).

Sources & evidence

ORD record
ord-989c3f1f0c15490b976a0e686731c5b7
Source dataset
uspto-grants-2012_10
Patent number
US08288390B2

Reaction notes

Loading…