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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510130Generated: October 26, 2026

Diiodomethane → 2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-iodo-7-methyl-7,9-dihydro-8H-purin-8-one

https://huagongshe.com/reaction/510130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiiodomethaneHCID 6346—
ReactantIsoamyl NitriteHCID 8053—
Reactant6-Amino-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)-7-methyl-7H-purin-8(9H)-oneHCID 66614136—
Product2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-iodo-7-methyl-7,9-dihydro-8H-purin-8-oneHCID 86720052—

Reaction Conditions

Temperature85 °C

Reaction Steps

1.725 g (3.358 mmol) of the compound from example 41 were dissolved in 7 ml of diiodomethane and admixed with 7.19 ml (53.732 mmol) of isopentyl nitrite. The reaction mixture was heated to 85° C. for 16 h and, after cooling, concentrated on a rotary evaporator. The residue was by means of preparative HPLC (eluent: water/acetonitrile/water with 1% trifluoroacetic acid, gradient 55:40:5→0:95:5). 64 mg of the title compound were obtained (4% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096592B2
Source datasetuspto-grants-2015_08
ORD IDord-115242ac24a746caa104d15fe95e32ff
Source noteuspto-grants-2015_08