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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888136Generated: October 29, 2026

Hydrochloric Acid → N-(4,4-Dimethyl-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-6-ylmethyl)-amino]-nicotinamide

https://huagongshe.com/reaction/888136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(2-Acetyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinolin-7-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-6-ylmethyl)amino]nicotinamideHCID 16225620—
SolventEthanolHCID 702—
ProductN-(4,4-Dimethyl-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-6-ylmethyl)-amino]-nicotinamideHCID 16225621—

Reaction Conditions

Temperature75 °C

Reaction Steps

N-(2-Acetyl-4,4-dimethyl-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-[(1H-pyrrolo[2,3-b]pyridin-6-ylmethyl)amino]nicotinamide (0.180 g, 0.384 mmol, Example 2) was dissolved into 10 mL of EtOH and 5 mL of concentrated HCl was added. The mixture was heated to 75° C. for 4 days. The volume was reduced to ⅓. Sat'd. NaHCO3 was added until the solution became cloudy. The aqueous phase was extracted with CH2Cl2 and the combined organic phases were dried over Na2SO4, filtered and concentrated to give a brown residue. The residue was purified by HPLC (Beckman) to afford the title compound. MS (ES+): 427 (M+H). Calc'd. for C25H26N6O—426.52.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247556B2
Source datasetuspto-grants-2012_08
ORD IDord-8706702f6e004f4195b213bd44be715a
Source noteuspto-grants-2012_08