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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208784Generated: October 30, 2026

Acetic Acid → HCID 70873949, compound

https://huagongshe.com/reaction/2208784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopentanoneHCID 8452—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantMethyl 3-amino-2-bromobenzoateHCID 13574117—
SolventMethanolHCID 887—
ProductHCID 70873949HCID 7087394936.1%

Reaction Steps

To a stirred solution of methyl 3-amino-2-bromobenzoate (3 g, 13.01 mmol) and cyclopentanone (5.6 g, 66 mmol) in methanol (30 mL), acetic acid (1.59 g, 26.6 mmol) was added and the reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (2.08 g, 29.4 mmol) was added and the mixture stirred overnight. On completion, solvent was removed under reduced pressure and crude material was purified by column chromatography to afford methyl 2-bromo-3-(cyclopentylamino)benzoate (1.4 g, 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-3c67077241c24c69afff455f6c4a1736
Source noteuspto-grants-2016_06