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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531738Generated: October 31, 2026

Lithium Hydroxide → 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(4-(methylsulfonyl)piperazin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/531738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(4-(methylsulfonyl)piperazin-1-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 118524053—
Reactant3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperidin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochlorideHCID 118524085—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(4-(methylsulfonyl)piperazin-1-yl)phenyl)-1H-pyrrolo[2,3-b]pyridineHCID 7294475286.6%

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(4-(methylsulfonyl)piperazin-1-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (60 mg, 0.087 mmol) was hydrolyzed with lithium hydroxide (19 mg, 0.438 mmol) in THF/methanol/water (5/1/1 mL) to yield 40 mg (70.17% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.63-8.62 (d, 1H), 8.54 (s, 1H), 8.29 (s, 1H), 7.99 (s, 1H), 7.77 (s, 1H), 7.69-7.67 (d, 2H), 7.40-7.38 (q, 1H), 7.18-7.02 (m, 5H), 5.46 (s, 2H), 3.40-3.37 (m, 8H), 2.91 (s, 3H). MS: m/z=531.0 (M+1), HPLC: 99.35% in method B.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-598d67659ebd423582f403e751e338f4
Source noteuspto-grants-2016_05