HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092277Generated: October 31, 2026
Water → Tert-butyl[3-(5-bromopyrid-2-yl)phenyl]methylcarbamate
https://huagongshe.com/reaction/1092277
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | Tert-butyldicarbonate | HCID 22064466 | — |
| Reactant | [3-(5-Bromopyrid-2-yl)phenyl]methylamine | HCID 66591283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Tert-butyl[3-(5-bromopyrid-2-yl)phenyl]methylcarbamate | HCID 86664991 | 81.2% |
Reaction Steps
1.07 g (4 mmol, 1 eq) of [3-(5-bromopyrid-2-yl)phenyl]methylamine are dissolved in 10 mL of dichloromethane in the presence of 1 mL of triethylamine and 200 mg of dimethylaminopyridine. 1.7 g (8 mmol, 2 eq) of tert-butyl dicarbonate are added and the reaction mixture is stirred overnight at 40° C. The reaction is stopped by adding 30 ml of water and is then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). 1.18 g of tert-butyl[3-(5-bromopyrid-2-yl)phenyl}methylcarbamate are obtained. Yield=81%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08129416B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-a8b9c511ae2e4f49a6dd944c3e931eab |
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| Source note | uspto-grants-2012_03 |
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