Potassium Hydroxide → HCID 20066929, compound

HRID 358599Notes

Reaction equation

[O:1]=[C:2]1[C:7]2[NH:8][C:9]3[C:14]([C:6]=2[CH:5]([CH3:19])[CH2:4][NH:3]1)=[CH:13][C:12]([O:15][CH3:16])=[C:11]([Cl:17])[C:10]=3[Cl:18].[OH-:20].[K+]>>[C:2]([C:7]1[NH:8][C:9]2[C:14]([C:6]=1[CH:5]([CH3:19])[CH2:4][NH2:3])=[CH:13][C:12]([O:15][CH3:16])=[C:11]([Cl:17])[C:10]=2[Cl:18])([OH:20])=[O:1]

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 20066927HCID 20066927, compound

Product 1

HCID 20066929HCID 20066929, compound

Procedure

Following the procedure of Example 2, 1.85 g (6.18 mmoles) of 1-oxo-4-methyl-6-methoxy-7,8-dichloro-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole were hydrolyzed with aqueous alcoholic KOH. The yield of crude amino acid, 2-carboxy-3-(1-amino-2-propyl)-5-methoxy-6,7-dichloroindole, thus formed was quantitative. The amino acid was decarboxylated without further purification, using the procedure of Example 2, with 3M hydrochloric acid for 48 hours to yield 3-(1-amino-2-propyl)-5-methoxy-6,7-dichloroindole.

Sources & evidence

ORD record: ord-7b18a6ed7a4b40609bd1eb036f121c7c
Source dataset: uspto-grants-1991_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04997845

Reaction notes

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