Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531795Generated: October 31, 2026

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

https://huagongshe.com/reaction/531795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-(2-methoxyethyl)piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 90031239—
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-(6-(4-(2-methoxyethyl)piperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridineHCID 9006487637.7%

Reaction Steps

Using similar reaction conditions as described in step-iii of example-1, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-(2-methoxyethyl)piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (70 mg, 0.105 mmol) was hydrolyzed by lithium hydroxide (25 mg, 0.63 mmol), THF/methanol/water (3/2/1 ml) to yield 20 mg (37.7% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 8.55-8.51 (m, 3H), 8.23 (s, 1H), 8.12-8.09 (dd, 1H), 7.97 (s, 1H), 7.73 (s, 1H), 7.40-7.30 (m, 1H), 7.15-7.10 (m, 2H), 7.06-7.00 (m, 2H), 5.45 (s, 2H), 3.79-3.76 (t, 2H), 3.60-2.90 (m, 8H). MS: m/z=512.15 (M+1), HPLC: 95.27% in method A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-05b1daf9020c4d24bf5560e356ca42b1
Source noteuspto-grants-2016_05