4-(1,2,4-Triazol-1-yl)aniline → 2-[5-(1,2,4-Triazol-1-yl)-1H-indol-3-yl]ethyl alcohol

HRID 1459710Notes

Reaction equation

HRID 1459710 reaction equation
[N:1]1([C:6]2[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1.N1N=CN(C2C=[C:20]3C(=CC=2)NC=[C:21]3[CH2:27][CH2:28][OH:29])C=1>CS(C)=O>[N:1]1([C:6]2[CH:12]=[C:11]3[C:9](=[CH:8][CH:7]=2)[NH:10][CH:20]=[C:21]3[CH2:27][CH2:28][OH:29])[CH:5]=[N:4][CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 7358264-(1,2,4-Triazol-1-yl)anilineHCID 105613091H-Indole-3-ethanol, 5-(4H-1,2,4-triazol-4-yl)-

Product 1

HCID 542746112-[5-(1,2,4-Triazol-1-yl)-1H-indol-3-yl]ethyl alcohol

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared from 4-(1,2,4-triazol-1-yl)aniline (EP497512) as described for Intermediate 3, δ (250 MHz, D6 -DMSO) 2.89 (2H, t, J=7.2 Hz, CH2), 3.64-3.74 (2H, m, CH2), 4.67 (1H, t, J=5.3 Hz, OH), 7.29 (1H, d, J=2.3 Hz, Ar--H), 7.47 (1H, dd, J=8.7 and 1.5 Hz, Ar--H), 7.53 (1H, dd, J=8.7 and 2.3 Hz, Ar--H), 7.95 (1H, d, J=1.9 Hz, Ar--H), 8.19 (1H, s, Ar--H), 9.19 (1H, s, Ar--H), 11.10 (1H, s, NH).

Sources & evidence

ORD record
ord-830f590d4af34156b125bce62add5e95
Source dataset
uspto-grants-1998_12
Patent number
US05854268

Reaction notes

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