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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336457Generated: October 30, 2026

N-bromobutanimide → 1-BOC-5-bromomethyl-7-nitro-indole-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/336457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant1-BOC-5-methyl-7-nitro-indole-2-carboxylic acid methyl esterHCID 59542970—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
Product1-BOC-5-bromomethyl-7-nitro-indole-2-carboxylic acid methyl esterHCID 59448090114.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-BOC-5-methyl-7-nitro-indole-2-carboxylic acid methyl ester (34 g, 101.7 mmol) prepared in Step A was dissolved in carbon tetrachloride (100 mL). N-bromosuccinimide (27.2 g, 152.6 mmol) and AIBN (1.7 g, 10.2 mmol) were added thereto, and the mixture was stirred for 5 h at 80° C. After completion of the reaction, the reaction mixture was distilled under reduced pressure, and purified by column chromatography to give the title compound (48.0 g, Yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889691B2
Source datasetuspto-grants-2014_11
ORD IDord-7f1cf2ab05e04e028e781f655f9dee92
Source noteuspto-grants-2014_11