Triethylamine → Methyl 2-(((benzyloxy)carbonyl)amino)-3-(1,3-dimethyl-2,4-dioxo-5-phenyl-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)propanoate

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	3-Amino-N-((phenylmethoxy)carbonyl)-L-alanine methyl ester	HCID 11043221	—
Reactant	6-(2-Amino-ethyl)-1,3-dimethyl-5-phenyl-1,6-dihydro-pyrrolo[3,4-d]pyrimidine-2,4-dione	HCID 86722879	—
Solvent	Methanol	HCID 887	—
Product	Methyl 2-(((benzyloxy)carbonyl)amino)-3-(1,3-dimethyl-2,4-dioxo-5-phenyl-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)propanoate	HCID 86722890	—

Reaction Steps

5-Benzoyl-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (Intermediate A Step 3) (1.342 g, 3.98 mmol), (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate (1.207 g, 4.18 mmol) and triethylamine (1.665 ml, 11.94 mmol) were suspended in methanol (20 ml). The mixture was heated to reflux for 16 hours then cooled to room temperature and filtered. The residue was rinsed with methanol (20 ml) to afford the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09303035B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-9a6bb1eff1f84ae8a999ed56e5fbff66
Source note	uspto-grants-2016_04