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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531755Generated: October 26, 2026

Formaldehyde → 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/531755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 90031541—
Solvent1,1-DichloroethaneHCID 6365—
Product3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 11852411195%

Reaction Steps

To the solution of 3-(1-(3,5-difluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (100 mg, 0.16 mmol) and paraformaldehyde (10 mg, 0.32 mmol) in dichloroethane was added Na(OAc)3BH (68 mg, 0.32 mmol) and stirred at RT overnight. Distilled off the solvent to get 95 mg (95.0% yield) of the titled compound after purification by column (Silica gel 60/120) using 5% methanol in dichloromethane as eluent. MS: m/z=640.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-e329fd65a0ca492a828a3bd655084f4d
Source noteuspto-grants-2016_05