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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44676Generated: October 29, 2026

Sodium Hydroxide → 2-methyl-2-(5-methyl-2-(1H-pyrazolo[3,4-b]pyridin-4-yl)thiazol-4-yl)propan-1-amine

https://huagongshe.com/reaction/44676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 68088866HCID 68088866—
SolventEthanolHCID 702—
Product2-methyl-2-(5-methyl-2-(1H-pyrazolo[3,4-b]pyridin-4-yl)thiazol-4-yl)propan-1-amineHCID 49800215—

Reaction Conditions

Temperature170 °C

Reaction Steps

N-[2-methyl-2-[5-methyl-2-(1H-pyrazolo[3,4-b]pyridin-4-yl)thiazol-4-yl]propyl]benzamide (55 mg, 0.1405 mmol) was dissolved in EtOH (1 mL) and treated with 5M NaOH (2.5 mL). The reaction was heated at 170° C. in the microwave for 500 minutes. The mixture was extracted with EtOAc followed by DCM and the combined organics were dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (70:9:1, DCM/MeOH/NH4OH) to give the required product as a pale lemon solid (18.9 mg, 47% Yield). 1H NMR (DMSO, 400 MHz) δ 1.40 (6H, s), 2.61 (3H, s), 2.88 (2H, s), 7.51 (1H, s), 8.56 (2H, m); MS (ES+) 288.00

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541445B2
Source datasetuspto-grants-2013_09
ORD IDord-2f3f310d033442ff98474ce85ccae493
Source noteuspto-grants-2013_09