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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531595Generated: 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-methoxyphenyl)methanesulfonamide

https://huagongshe.com/reaction/531595

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-methoxyphenyl)methane sulfonamideHCID 90031267—
SolventMethanol tetrahydrofuran waterHCID 21892291—
ProductN-(5-(3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamideHCID 9003173316.1%

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-methoxyphenyl)methane sulfonamide (105 mg, 0.1582 mmol) was hydrolyzed by lithium hydroxide (34 mg, 0.791 mmol) in THF/methanol/water (15/7.5/4 ml) to yield 13 mg of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.556-8.551 (d, 2H), 8.51-8.50 (d, 1H), 8.28 (s, 1H), 7.98 (s, 1H), 7.76-7.75 (m, 2H), 7.64-7.76 (dd, 1H), 7.22-7.20 (d, 1H), 6.94-6.84 (m, 2H), 5.44 (s, 2H), 3.99 (s, 3H), 2.99 (s, 3H). MS: m/z=510.1 (M+1), HPLC: 98.06% in method B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-b47af581883b4a4e8591aa0d7e1996c6
Source noteuspto-grants-2016_05