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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531874Generated: October 30, 2026

Lithium Hydroxide → HCID 72944959, compound

https://huagongshe.com/reaction/531874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantHCID 118524051HCID 118524051—
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—
ProductHCID 72944959HCID 7294495930%

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 5-(5-fluoro-6-(4-methylpiperazin-1-yl)pyridin-3-yl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (150 mg, 0.234 mmol) was hydrolyzed with lithium hydroxide (98 mg, 2.34 mmol) in THF/methanol/water (12/4/4 mL) to yield 34 mg (30% yield) after purification by prep TLC using 8% methanol in chloroform as eluent. 1H NMR (CD3OD, 300 MHz): δ 8.459-8.452 (d, 1H), 8.36-8.34 (m, 2H), 8.24 (s, 1H), 7.94 (s, 1H), 7.85-7.79 (dd, 1H), 7.65 (s, 1H), 7.41-7.33 (q, 1H), 7.12-7.00 (m, 3H), 5.43 (s, 2H), 3.57-3.54 (t, 4H), 2.65-2.62 (m, 4H), 2.37 (s, 3H). MS: m/z=486.2 (M+1), HPLC: 98.03% in method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-e08aa7a4b7c4458fbbac4e2bf4210ead
Source noteuspto-grants-2016_05