Methyl iodide → Ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate

Reaction equation

[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[NH:8]2)=[CH:4][CH:3]=1.[H-].[Na+].I[CH3:19]>>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:8]2[CH3:19])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 7015027Ethyl 6-chloroindole-2-carboxylate

Product 1

HCID 10561874Ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate

Procedure

The preparation is carried out as in Example 1.1, from 8.0 g (35.8 mmol) of ethyl 6-chloro-1H-indole-2-carboxylate, from 1.8 g of 60% sodium hydride and from 2.8 ml of iodomethane.

Sources & evidence

ORD record: ord-be5e25e27a6846618217e2d7563ceecf
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06262045B1

Reaction notes

Loading…