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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424784Generated: October 27, 2026

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

https://huagongshe.com/reaction/424784

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, ca 9 mL) over two minutes at room temperature. The yellow mixture is concentrated under reduced pressure. The residue is redissolved 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 numberUS08106077B2
Source datasetuspto-grants-2012_01
ORD IDord-ac25de849d0d4fa59b9d1e1470248bb4
Source noteuspto-grants-2012_01