2,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-2-(1-methylethyl)-3H-1,2,4-triazol-3-one → Itraconazole Hydroxy Isopropyltriazolone Impurity

HRID 527177Notes

Reaction equation

HRID 527177 reaction equation
[CH:1]([N:4]1[C:8](=[O:9])[N:7]([C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:21][CH2:20][N:19]([C:22]4[CH:27]=[CH:26][C:25]([O:28]C)=[CH:24][CH:23]=4)[CH2:18][CH2:17]3)=[CH:12][CH:11]=2)[CH:6]=[N:5]1)([CH3:3])[CH3:2]>Br>[OH:28][C:25]1[CH:26]=[CH:27][C:22]([N:19]2[CH2:18][CH2:17][N:16]([C:13]3[CH:12]=[CH:11][C:10]([N:7]4[C:8](=[O:9])[N:4]([CH:1]([CH3:3])[CH3:2])[N:5]=[CH:6]4)=[CH:15][CH:14]=3)[CH2:21][CH2:20]2)=[CH:23][CH:24]=1

Participants

3

Reactant 1

HCID 148553502,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-2-(1-methylethyl)-3H-1,2,4-triazol-3-one

Product 1

HCID 14855351Itraconazole Hydroxy Isopropyltriazolone ImpurityYield 96%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

This compound was synthesized as a white amorphous solid from 4d (31.6 mg, 0.080 mmol) in 48% aqueous HBr (1.0 mL) in 96% yield by following general procedure 1.4: MALDI-MS: 380.2 (M+H+), 402.2 (M+Na+).

Sources & evidence

ORD record
ord-9e87f06e3ae648fb8824242971030ead
Source dataset
uspto-grants-2016_05
Patent number
US09346791B2

Reaction notes

Loading…