Methyl iodide → 2-Chloro-1-methyl-1H-indole-3-carbaldehyde

HRID 1957188Notes

Reaction equation

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

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 3147912-chloro-1H-indole-3-carbaldehyde

Product 1

HCID 3147922-Chloro-1-methyl-1H-indole-3-carbaldehydeYield 93.8%

Procedure

Prepared from (1) (18 g), methyl iodide (17.1 g) and NaH (2.88 g) yielding (3) (18.2 g), m.p. 88°-90° C.

Sources & evidence

ORD record: ord-9ce03d67c690419cb52c36d38440a9ef
Source dataset: uspto-grants-1998_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05783575

Reaction notes

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