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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279116Generated: October 31, 2026

2,2,5,5-Tetramethylmorpholine → 3-Fluoro-4-[3-methyl-4-(2,2,5,5-tetramethyl-morpholin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol

https://huagongshe.com/reaction/2279116

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2,5,5-TetramethylmorpholineHCID 28806233—
Reactant6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acidHCID 86680321—
Reactant3-Fluoro-4-[3-methyl-4-(2-phenyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenolHCID 178434413—
Product3-Fluoro-4-[3-methyl-4-(2,2,5,5-tetramethyl-morpholin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenolHCID 178434411—

Reaction Steps

The title compound was prepared in analogy to Example 1 steps (d) to (g) starting from 6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid and 2,2,5,5-tetramethyl-morpholine, however, in the last step only the THP-protecting group on the pyrazole ring was removed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133181B2
Source datasetuspto-grants-2015_09
ORD IDord-109e2ae26fbe4ef08f45c70eb95340f0
Source noteuspto-grants-2015_09