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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531511Generated: November 1, 2026

Lithium Hydroxide → N-(5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-(2-hydroxyethoxy)phenyl)methanesulfonamide

https://huagongshe.com/reaction/531511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantN-(5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-(2-hydroxyethoxyl)phenyl)methanesulfonamideHCID 90031828—
SolventMethanol tetrahydrofuran waterHCID 21892291—
ProductN-(5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-(2-hydroxyethoxy)phenyl)methanesulfonamideHCID 7294327215.38%

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, N-(5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-(2-hydroxyethoxyl)phenyl) methanesulfonamide (150 mg, 0.208 mmol) was hydrolyzed by lithium hydroxide (88 mg, 2.08 mmol), THF/Methanol/water (3/3/1.5 ml) to afford 15 mg (15.38% yield) of the title compound. 1H NMR (DMSO-d6, 300 MHz): δ11.9 (s, 1H), 9.00 (s, 1H), 8.49 (s, 1H), 7.81 (s, 1H), 7.59 (s, 1H), 7.51-7.41 (m, 3H), 7.15-7.12 (d, 1H), 7.05-7.03 (m, 1H), 6.87 (s, 1H), 4.06 (m, 2H), 3.78 (m, 2H), 3.00 (s, 3H), 2.18-2.14 (d, 6H), MS: m/z=550.1 (M+1), HPLC: 87.11% in Method B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-0add5280cbe3461b82b52b40f7c167a9
Source noteuspto-grants-2016_05