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

HRID 1850507Notes

Reaction equation

HRID 1850507 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][C:25]([NH2:28])=[N:24]1>>[CH3:22][N:23]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:20][CH2:19][N:4]([C:5]3[C:6]([CH3:18])=[C:7]([CH3:17])[C:8]4[O:12][C:11]([CH3:14])([CH3:13])[CH2:10][C:9]=4[C:15]=3[CH3:16])[CH2:3][CH2:2]2)=[N:24]1

Participants

3

Reactant 2

HCID 1372541-Methyl-3-aminopyrazoleHCID 66760837N,N-bis(2-chloroethyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine

Product 1

HCID 594850241-(1-methyl-1H-pyrazole-3-yl)-4-(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazineYield 48.1%

Procedure

By using N,N-bis(2-chloroethyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-amine (660 mg, 2.0 mmol) synthesized in Reference Example 146 and 1-methyl-1H-pyrazole-3-amine (291 mg, 3.0 mmol), the reaction was carried out in the same manner as Example 117 to obtain 341 mg of the title compound as a colorless solid (yield 48%). Melting point was 147 to 149° C. (ethanol-water).

Sources & evidence

ORD record
ord-59f239f14eb142fe9f55aca6e1c1e268
Source dataset
uspto-grants-2015_02
Patent number
US08957069B2

Reaction notes

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