4-Methylmorpholine → HCID 67408599, compound

https://huagongshe.com/reaction/1949645

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	(2S)-2-(((tert-butoxy)carbonyl)(methyl)amino)propanoic acid	HCID 7009590	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	HCID 67407504	HCID 67407504	—
Solvent	Diethyl Ether	HCID 3283	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 67408599	HCID 67408599	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

To a solution containing Boc-N(Me)Ala-OH (85 mg, 0.41 mmol) in anhydrous NMP (2 mL) was cooled to 0° C. HATU (156 mg, 0.41 mmol) and NMM (51 mg, 0.5 mmol) were added followed by the addition of crude 65 (150 mg, 0.37 mmol) in anhydrous NMP (4 mL). The reaction mixture was slowly warmed to ambient temperature. After 16 h, the reaction mixture was diluted with diethyl ether and EtOAc (10:1) and washed successively with aqueous NaHCO3 and brine, dried over anhydrous Na2SO4, filtered, and concentrated to afford 160 mg of crude 66 which was used without further purification. Mass spectrum, m/z [594.2] (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08399683B2
Source dataset	uspto-grants-2013_03
ORD ID	ord-839d1b44b5884c9c955b3a8128f748fa
Source note	uspto-grants-2013_03