Hydrochloric Acid → HCID 19807226, compound

Reaction equation

[CH3:1][C:2]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:3]=1[NH:4][CH:5]=[C:6]2[CH2:7][CH2:8][NH2:9].[C:14](O)(=O)C=O.[ClH:19]>>[ClH:19].[CH3:1][C:2]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:3]=1[NH:4][C:5]1[CH2:14][NH:9][CH2:8][CH2:7][C:6]2=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 760Glyoxylic Acid

HCID 267147-Methyltryptamine

Product 1

HCID 19807226HCID 19807226, compound

Procedure

7-Methyltryptamine (free base, Sigma) was dissolved in aqueous hydrochloric acid and condensed with glyoxylic acid as described in part B. The product was decarboxylated according to part C to yield 8-methyl-1,2,3,4-tetrahydro-beta-carboline hydrochloride, which was recrystallized from ethanol:water R1-7 =R9 =H; R8 =Me).

Sources & evidence

ORD record: ord-0c66309870014f0cb7ccac5a7ac4d146
Source dataset: uspto-grants-1990_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04978669

Reaction notes

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