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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876922Generated: October 29, 2026

6-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine → 6-(1H-indazol-4-yl)-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/876922

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 46261794—
ReactantHCID 178431105HCID 178431105—
Product6-(1H-indazol-4-yl)-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 44181707—

Reaction Steps

6-Chloro-N-(3-methoxyphenyl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 6 was reacted with indazole boronic acid pinacol ester using General Procedure A. Purification on silica yielded 122. NMR: (CDCl3): 3.88 (s, 3H, CH3), 4.19 (s, 3H, CH3), 6.88-6.91 (m, H, ArH), 7.16-7.18 (m, H, ArH), 7.31 (sbr, H, NH), 7.40 (t. H, ArH, J=8.1 Hz), 7.50 (s, H, ArH), 7.55 (t. H, ArH, J=4 Hz), 7.65 (d, H, ArH, J=8.3 Hz), 8.45 (d, H, ArH, J=7.49 Hz), 9.17 (s, H, ArH) 10.2 (sbr, H, NH). MS: (ESI+) MH+=372.25

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987280B2
Source datasetuspto-grants-2015_03
ORD IDord-527f2df03efe4e2bb1fc96f34875eaf4
Source noteuspto-grants-2015_03