1-(4-Aminobenzyl)-1,2,4-triazole → Des(dimethylamino)hydroxyrizatriptan

HRID 1459711Notes

Reaction equation

HRID 1459711 reaction equation
[N:1]1([CH2:6][C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)[CH:5]=[N:4][CH:3]=[N:2]1.N1N=CN(C2C=[C:21]3C(=CC=2)NC=[C:22]3[CH2:28][CH2:29][OH:30])C=1>CO>[N:1]1([CH2:6][C:7]2[CH:13]=[C:12]3[C:10](=[CH:9][CH:8]=2)[NH:11][CH:21]=[C:22]3[CH2:28][CH2:29][OH:30])[CH:5]=[N:4][CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 8212191-(4-Aminobenzyl)-1,2,4-triazoleHCID 105613091H-Indole-3-ethanol, 5-(4H-1,2,4-triazol-4-yl)-

Product 1

HCID 11791351Des(dimethylamino)hydroxyrizatriptan

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared from 4-(1,2,4-triazol-1-ylmethyl)aniline (EP497512) as described for Intermediate 3, δ (250 MHz, D4 -MeOH) 2.96 (2H, t, J=7.2 Hz, CH2), 3.80 (2H, t, J=7.2 Hz, CH2), 5.46 (2H, s, CH2), 7.08 (1H, dd, J=1.7 and 8.6 Hz, Ar--H), 7.11 (1H, s, Ar--H), 7.33 (1H, d, J=8.6 Hz, Ar--H), 7.58-7.59 (1H, d, J=1.7 Hz, Ar--H), 7.97 (1H, s, Ar--H), 8.44 (1H, s, Ar--H).

Sources & evidence

ORD record
ord-f492789a35cf4d8d864906beaf17911c
Source dataset
uspto-grants-1998_12
Patent number
US05854268

Reaction notes

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