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
Participants
| Role | Name | HCID | Charge |
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| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1-BOC-5-methyl-7-nitro-indole-2-carboxylic acid methyl ester | HCID 59542970 | — |
| Catalyst | Azobisisobutyronitrile | HCID 6547 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 1-BOC-5-bromomethyl-7-nitro-indole-2-carboxylic acid methyl ester | HCID 59448090 | 114.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889691B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-7f1cf2ab05e04e028e781f655f9dee92 |
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| Source note | uspto-grants-2014_11 |
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