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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531773Generated: October 30, 2026

Lithium Hydroxide → 5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-3-(1-phenethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/531773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-3-(1-phenethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 90031521—
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—
Product5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-3-(1-phenethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridineHCID 7294464898.5%

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-3-(1-phenethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (50 mg, 0.088 mmol) was hydrolyzed with lithium hydroxide (18 mg, 0.44 mmol) in THF/methanol/water (2/2/1 mL) to yield 40 mg (98.5% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.55-8.50 (d, 2H), 8.40 (s, 1H), 8.19-8.10 (dd, 1H), 7.89-7.84 (d, 2H), 7.68 (s, 1H), 7.24-7.21 (m, 3H), 7.15-7.11 (m, 3H), 4.50-4.50 (t, 2H), 3.20-3.10 (t, 2H), 2.98 (s, 3H). MS: m/z=464.2 (M+1), HPLC: 93.96% in method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-e952aabfe2e1491fa77dabd8a917a5d8
Source noteuspto-grants-2016_05