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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024300Generated: October 28, 2026

Methanol → (2-chloro-6-fluoro-benzyl)[5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine

https://huagongshe.com/reaction/1024300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium HydroxideHCID 14797—
Reactant[5-(1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(2-chloro-6-fluoro-benzyl)-amineHCID 57619159—
SolventAcetic AcidHCID 176—
Product(2-chloro-6-fluoro-benzyl)[5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amineHCID 57619191—

Reaction Conditions

Temperature80 °C

Reaction Steps

[5-(1-Benzenesulfonyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-(2-chloro-6-fluoro-benzyl)-amine 617 was combined with methanol:potassium hydroxide (1M) (1:1, 0.5 mL). The mixture was heated at 80° C. for 2 hours. Acetic acid (0.1 mL) was added and the solvents removed under reduced pressure. The remaining residue was dissolved in dimethylsulfoxide (0.4 mL) and purified by reverse phase HPLC on a Phenomenex column (50 mm×10 mm ID) eluting with 0.1% trifluoroacetic acid in water and 20-100% acetonitrile with 0.1% trifluoroacetic acid over 16 minutes at a flow rate of 6 mL/minute to provide the desired compound P-0210. MS (ESI) [M+H+]+=367.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722702B2
Source datasetuspto-grants-2014_05
ORD IDord-dfd93471d9c043539eef1881225cb1ad
Source noteuspto-grants-2014_05