Skatole → 6-Chloro-1-methyl-1H-indole

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[CH3:11]C1C2C(=CC=CC=2)NC=1>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[CH:7][N:8]2[CH3:11])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 6736Skatole

HCID 871116-Chloroindole

Product 1

HCID 153353216-Chloro-1-methyl-1H-indoleYield 100%

Procedure

According to the procedure of Preparation 13 (a), except substituting 6-chloroindole for the 3-methylindole, the title compound (2.2 g, 100%) was obtained as a white solid: MS (ES) m/e 166.2.0 (M+H)+.

Sources & evidence

ORD record: ord-cce5b8c0eb3e48729c92523b9dbc1ea8
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07741339B2

Reaction notes

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