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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689781Generated: October 31, 2026

Trimethylsilyldiazomethane → Methyl 6-Bromo-1H-Indole-3-Carboxylate

https://huagongshe.com/reaction/1689781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant6-Bromo-1H-indole-3-carboxylic acidHCID 15284837—
SolventMethanolHCID 887—
ProductMethyl 6-Bromo-1H-Indole-3-CarboxylateHCID 11499811100%

Reaction Steps

To a solution of 6-bromoindole-3-carboxylic acid (960 mg, 4.00 mmol) in methanol (9.5 mL) is added (trimethylsilyl)diazomethane (2.0 M solution in hexanes, about 9 mL) over two minutes at room temperature. The yellow mixture is concentrated under reduced pressure. The residue is re-dissolved in methanol and concentrated under reduced pressure. This process is repeated several times to give the title compound as a solid (100%). ES/MS m/e 256.0 (M+2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153624B2
Source datasetuspto-grants-2012_04
ORD IDord-b17a80c024944b0da414944ddb66d728
Source noteuspto-grants-2012_04