Diisopropylethylamine → HCID 67407129, compound

https://huagongshe.com/reaction/1949652

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
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 67410757	HCID 67410757	—
Solvent	Diethyl Ether	HCID 3283	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 67407129	HCID 67407129	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

To a solution containing Boc-N(Me)Ala-OH (75 mg, 0.37 mmol) in anhydrous NMP (3 mL) was cooled to 0° C. HATU (140 mg, 0.37 mmol) and DIPEA (52 mg, 0.42 mmol) were added followed by the addition of 73 (148 mg, 0.35 mmol) in anhydrous NMP (3 mL). The reaction mixture was slowly warmed to ambient temperature. After 4 h, the reaction mixture was diluted with diethyl ether and washed successively with water, aqueous NaHCO3, water and brine, dried over anhydrous Na2SO4, filtered, and concentrated to afford 202 mg of crude 74 which was used without further purification. Mass spectrum, m/z [608] (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08399683B2
Source dataset	uspto-grants-2013_03
ORD ID	ord-a4e2f3cfdbd14a4fa64d029387ec5aad
Source note	uspto-grants-2013_03