(3,5-Dimethylphenyl)hydrazine hydrochloride → 4,6-Dimethyltryptamine hydrochloride

Reaction equation

[ClH:1].C[C:3]1C=C2[C:6]([NH:7]C=C2CCN)=[C:5](Br)[CH:4]=1.Cl.[CH3:17][C:18]1[CH:19]=[C:20]([NH:25]N)[CH:21]=[C:22]([CH3:24])[CH:23]=1>>[ClH:1].[CH3:17][C:18]1[CH:23]=[C:22]([CH3:24])[CH:21]=[C:20]2[C:19]=1[C:4]([CH2:5][CH2:6][NH2:7])=[CH:3][NH:25]2

Participants

Reactant 2

HCID 12651341(3,5-Dimethylphenyl)hydrazine hydrochloride

HCID 164953872-(7-bromo-5-methyl-1H-indol-3-yl)ethanamine hydrochloride

Product 1

HCID 187022514,6-Dimethyltryptamine hydrochloride

Procedure

4,6-Dimethyltryptamine hydrochloride was prepared (1.06 g) as described for 5-methyl-7-bromotryptamine hydrochloride in Example 4, except using 3,5-dimethylphenylhydrazine hydrochloride (7.65 g) as starting material. ##STR53##

Sources & evidence

ORD record: ord-4bf5824fff3d41dfad644bc4648261aa
Source dataset: uspto-grants-1996_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05500431

Reaction notes

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