Ammonia → (2R,3R,4R,5R)-2-(4-amino-5-methylpyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	4-Chloro-5-methyl-7-(2-C-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine	HCID 11220732	—
Product	(2R,3R,4R,5R)-2-(4-amino-5-methylpyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-3-methyloxolane-3,4-diol	HCID 3011900	—

Reaction Steps

To the compound from Step B (0.2 g, 0.64 mmol) was added methanolic ammonia (saturated at 0° C.; 40 mL). The mixture was heated in a stainless steel autoclave at 100° C. for 14 h, then cooled and evaporated in vacuo. The crude mixture was purified on a silica gel column (5×5 cm) with CH2Cl2/MeOH (50/1, 30/1, 20/1) gradient as eluent to give the title compound as a white solid (0.12 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08481712B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-d28cd755f803420681df1643f3adbffd
Source note	uspto-grants-2013_07