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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531612Generated: October 30, 2026

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

https://huagongshe.com/reaction/531612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantN-(5-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-fluorophenyl)methane sulfonamideHCID 90031242—
SolventMethanol tetrahydrofuran waterHCID 21892291—
ProductN-(5-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-fluoro phenyl)methanesulfonamideHCID 7270700185%

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, N-(5-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-fluorophenyl)methane sulfonamide (53 mg, 0.184 mmol) was hydrolyzed by lithium hydroxide (18 mg, 0.407 mmol) in THF/methanol/water (15/5/5 ml) to yield 34 mg (85% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.44-8.43 (d, 1H), 8.35-8.34 (d, 1H), 8.23 (s, 1H), 7.953-7.951 (d, 1H), 7.80-7.77 (dd, 1H), 7.66 (s, 1H), 7.59-7.55 (m, 1H), 7.34-7.29 (m, 1H), 6.90-6.86 (m, 2H), 5.43 (s, 2H), 305 (s, 3H). MS: m/z=498.1 (M+1), HPLC: 93.19% in method B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-33b82d876e094cf7991313873c3e015d
Source noteuspto-grants-2016_05