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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089008Generated: October 25, 2026

Hydrochloric Acid → 6-Chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-pyridinamine

https://huagongshe.com/reaction/2089008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-(6-chloro-4-(1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyridin-2-yl)acetamideHCID 87192560—
SolventEthanolHCID 702—
Product6-Chloro-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-2-pyridinamineHCID 4983031167.7%

Reaction Steps

A mixture of Example 91a (186.0 mg, 0.436 mmol) and HCl (0.20 mL, 6.6 mmol) in ethanol (6 mL) was heated at 95° C. for 3 hours and cooled. Half of the solvent was evaporated; the resulting suspension was filtered and washed with EtOH. The solids were stirred in saturated NaHCO3 for 30 minutes, filtered, washed with water, and oven-dried to give 72.2 mg of the title compound. 1H NMR (300 MHz, DMSO-d6) ppm 6.30 (s, 2H), 6.85 (s, 1H), 6.91 (s, 1H), 7.15 (m, 1H), 8.12 (s, 1H), 8.21-8.36 (m, 2H), 12.15 (s, brd, 1H). MS (ESI+) m/z 244.8 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08435980B2
Source datasetuspto-grants-2013_05
ORD IDord-9c1a469b91da4e979b760434c42ef1fc
Source noteuspto-grants-2013_05