Diisopropylethylamine → HCID 22096198, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
Reactant	(2S)-2-(azepane-1-carbonylamino)-4-methylpentanoic acid	HCID 7530182	—
Reactant	HCID 54534915	HCID 54534915	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 22096198	HCID 22096198	—

Reaction Steps

The crude product from Example AK ((S)-2-Amino-3-(4-nitrophenyl)-N-tert-butylpropionamide) (1.34 g, 5.25 mmol) and the product from Example Z (1.35 g, 5.25 mmol) were dissolved in DMF (40 mL), then HBTU (1.99 g, 5.25 mmol) and diisopropylethylamine (4.3 g, 33 mol) were added and stirred for 1 hour. The mixture was poured into CH2Cl2 (100 mL); the CH2Cl2 solution was washed with aqueous sodium bicarbonate (3×) and dried over sodium bicarbonate. The crude reaction mixture was further purified by column chromatography (SiO2, EtOAc) to yield the title compound (2.5 g), mp 194-195° C.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06423689B1
Source dataset	uspto-grants-2002_07
ORD ID	ord-20d359ffca8749e38e3a2a38a1ba53a7
Source note	uspto-grants-2002_07