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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499679Generated: October 25, 2026

Methoxyacetaldehyde → 1-(1-{5-Chloro-2-methoxy-3-[1-(2-methoxyethyl)azetidin-3-yl]-4-methylphenyl}ethyl)-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/1499679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethoxyacetaldehydeHCID 91563—
Reactant1-[1-(3-Azetidin-3-yl-5-chloro-2-methoxy-4-methylphenyl)ethyl]-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochlorideHCID 86677629—
Product1-(1-{5-Chloro-2-methoxy-3-[1-(2-methoxyethyl)azetidin-3-yl]-4-methylphenyl}ethyl)-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 71510632—

Reaction Steps

This compound was prepared using procedures analogous to those for Example 1, with racemic 1-[1-(3-azetidin-3-yl-5-chloro-2-methoxy-4-methylphenyl)ethyl]-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride from Example 2, Step 1 and methoxyacetaldehyde instead of acetone. The crude was purified using RP-HPLC (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 30 mL/min) to give the desired product. The product was isolated as a racemic mixture. LCMS calculated for C22H30ClN6O2 (M+H)+: m/z=445.2; Found: 445.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199982B2
Source datasetuspto-grants-2015_12
ORD IDord-21a41e80110047d0809e2130cfbe0a87
Source noteuspto-grants-2015_12