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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042292Generated: October 26, 2026

Methanol → HCID 68779395, compound

https://huagongshe.com/reaction/1042292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-Amino-2,2-difluoro-1,3-benzodioxoleHCID 2736893—
ReactantN-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-1-chloro-6-methylisoquinolin-5-amineHCID 59627378—
SolventIsopropanolHCID 3776—
SolventTriethylamineHCID 8471—
ProductHCID 68779395HCID 68779395—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2,2-difluorobenzo[d][1,3]dioxol-5-amine (64 mg, 371 mop, N-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-1-chloro-6-methylisoquinolin-5-amine (120 mg, 309 μmol) and 2,2,2-trifluoroacetic acid (95 μl, 1238 μmol) in i-PrOH (4 ml) was heated in a microwave reactor at 150° C. for 40 min. The mixture was poured into MeOH (10 ml) and Et3N (0.25 ml) was added. Solvent was removed under vacuum and the product was purified by flash chromatography eluting with MeOH/DCM (1-5%) to give N5-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-N1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-6-methylisoquinoline-1,5-diamine. MS Found: (ESI pos. ion) m/z 525 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557830B2
Source datasetuspto-grants-2013_10
ORD IDord-f9900f46dbbd4efc822e74401859a9bf
Source noteuspto-grants-2013_10