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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722096Generated: October 30, 2026

Ammonium Chloride → HCID 16736110, compound

https://huagongshe.com/reaction/722096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 11176568HCID 11176568—
ReactantTrimethylaluminumHCID 16682925—
CatalystHCID 178420554HCID 178420554—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 16736110HCID 16736110—

Reaction Steps

A suspension of 6-chloro-9-(2-chloro-3,4,5-trimethoxy-benzyl)-9H-purin-2-ylamine, see example 97) (0.2 mmol) and tetrakis(triphenylphosphino)-palladium (0.02 mmol) in dry THF (3 mL) was treated with trimethylaluminum (2M in toluene, 0.45 mmol) under nitrogen and heated to reflux for 3 h. The reaction mixture was cooled to r.t., diluted with toluene (5 mL) and quenched with methanol (0.5 mL) followed by ammonium chloride (1 mmol). The mixture was heated to reflux for 2 h and filtered, while hot, on Celite. See J. Med. Chem. 1999, 42, 2064–2086. TLC (100% EtOAc) Rf was 0.2. HPLC Rt: 4.800 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138401B2
Source datasetuspto-grants-2006_11
ORD IDord-c0bd738012a54a28a30480153156c942
Source noteuspto-grants-2006_11