Methyl iodide → 2-(6-Fluoro-1H-benzo[d]imidazol-1-yl)-9-((R)-8-fluorochroman-4-yl)-8-(methylthio)-8,9-dihydro-7H-purine

Participants

Role	Name	HCID	Charge
Reactant	Methyl iodide	HCID 6328	—
Reactant	2-tert-butylimino-N,N-diethyl-1-methyl-1,3,2lambda5-diazaphosphinan-2-amine	HCID 19990018	—
Reactant	2-(6-Fluoro-1H-benzo[d]imidazol-1-yl)-9-((R)-8-fluorochroman-4-yl)-7H-purine-8(9H)-thione	HCID 59704882	—
Solvent	Acetonitrile	HCID 6342	—
Product	2-(6-Fluoro-1H-benzo[d]imidazol-1-yl)-9-((R)-8-fluorochroman-4-yl)-8-(methylthio)-8,9-dihydro-7H-purine	HCID 59704885	52%

Reaction Steps

2-(6-Fluoro-1H-benzo[d]imidazol-1-yl)-9-((R)-8-fluorochroman-4-yl)-7H-purine-8(9H)-thione (4 mg, 0.009 mmol) was dissolved in 1 mL anhydrous acetonitrile, add 25 mg (0.054 mmol) 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine on polystyrene (Fluka), then 3 microliter iodomethane. The mixture was stirred at room temperature for 30 minutes. After concentration in vacuo, the residue was purified by silica gel column chromatography eluting with 2% MeOH in DCM and EtOAc to yield 2.1 mg (52%) the titled compound as a pale yellow solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07915268B2
Source dataset	uspto-grants-2011_03
ORD ID	ord-b16162f1354e4a1bac841e633503e87c
Source note	uspto-grants-2011_03