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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093978Generated: October 26, 2026

Dimethylamine → Ethyl 4-[(dimethylamino)methyl]-1H-pyrrole-2-carboxylate

https://huagongshe.com/reaction/1093978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantEthyl 4-formyl-1H-pyrrole-2-carboxylateHCID 321486—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ProductEthyl 4-[(dimethylamino)methyl]-1H-pyrrole-2-carboxylateHCID 66636781—

Reaction Steps

To a solution of the compound obtained in Step C and dimethylamine (1.1 eq.) there is added, in portions, NaBH(OAc)3 (952 mg). The mixture is stirred overnight at ambient temperature. After evaporation to dryness, the residue is taken up in CH2Cl2 and water. The aqueous phase is extracted with CH2Cl2. The organic phases are combined and then extracted with aqueous 1N HCl solution. The aqueous phase is made alkaline and is then extracted with CH2Cl2. The organic phase is dried over magnesium sulphate, filtered and evaporated to dryness to yield the title product, which is used directly in the next Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133889B2
Source datasetuspto-grants-2012_03
ORD IDord-26be5fbff0ba4875b891cd1b4131f5ff
Source noteuspto-grants-2012_03