1-Butanol → (S)-2-(4-((2-Amino-4-(2-hydroxybutylamino)-6-methylpyrimidin-5-yl)methyl)phenyl)acetic acid

Participants

Role	Name	HCID	Charge
Reactant	1-Butanol	HCID 263	—
Reactant	Potassium Hydroxide	HCID 14797	—
Reactant	N'-[5-[[4-(cyanomethyl)phenyl]methyl]-4-[(5S)-5-ethyl-2-oxo-1,3-oxazolidin-3-yl]-6-methylpyrimidin-2-yl]-N,N-dimethylmethanimidamide	HCID 87445299	—
Product	(S)-2-(4-((2-Amino-4-(2-hydroxybutylamino)-6-methylpyrimidin-5-yl)methyl)phenyl)acetic acid	HCID 68414496	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

Aq. 5M KOH (1 ml) was added to a stirred solution of the product from step (vi) (136 mg) in butan-1-ol (2 mL). The solution was heated at 100° C. for 15 h and the solvent evaporated under reduced pressure. The residue was diluted with MeOH (2 mL) and the pH adjusted to ˜7 using acetic acid. The solution was purified by RPHPLC to give the subtitle compound as a white solid, 55 mg.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08765939B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-106272be15604e57b604f2f3281df270
Source note	uspto-grants-2014_07