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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093342Generated: November 2, 2026

Ethanol → N-methyl-N-[(3R,4R)-4-methylpiperidin-3-yl]-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-amine

https://huagongshe.com/reaction/2093342

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantN-[(3R,4R)-1-benzyl-4-methylpiperidin-3-yl]-N-methyl-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-amineHCID 66663007—
CatalystPalladiumHCID 23938—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
ProductN-methyl-N-[(3R,4R)-4-methylpiperidin-3-yl]-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-amineHCID 66662875236.5%

Reaction Steps

A degassed mixture of N-[(3R,4R)-1-benzyl-4-methylpiperidin-3-yl]-N-methyl-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-amine (0.030 g, 0.000090 mol) and palladium (0.028 g, 0.000026 mol) in ethanol (2 mL, 0.03 mol) and 3.0 M of hydrogen chloride in water (0.2 mL) was stirred under an atmosphere of hydrogen overnight. The reaction mixture was filtered and washed with MeOH. The solvent was removed under vacuum to give 52 mg of an orange viscous oil. The oil was partitioned between ethyl acetate and sat. NaHCO3. The aqueous phase was extracted with ethyl acetate and THF. The combined organic phases were washed with sat. NaCl. Solvents were removed under vacuum to give 47 mg of an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445488B2
Source datasetuspto-grants-2013_05
ORD IDord-0908c809eeac4cfba80e2447f81502c2
Source noteuspto-grants-2013_05