Diisopropylethylamine → HCID 67496190, 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	HCID 67497383	HCID 67497383	—
Reactant	HCID 67498105	HCID 67498105	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 67496190	HCID 67496190	100.5%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of tert-butyl 3-amino-5-(2-methylpyridin-4-yl)benzoate (100 mg, 0.35 mmol), (S)-2-(tert-butoxycarbonyl)-3-(2,4-dichlorophenyl)-propanoic acid (152 mg, 0.45 mmol), HBTU (174 mg, 0.45 mmol) and N-ethyl-N-isopropylpropan-2-amine (92 μl, 0.53 mmol) in N,N-dimethylformamide (0.70 mL) was allowed to stir at 80° C. for 4 hours. Upon completion, the mixture was directly purified by HPLC to give 206 mg of tert-butyl 3-((S)-2-(tert-butoxycarbonyl)-3-(2,4-dichlorophenyl)propanamido)-5-(2-methylpyridin-4-yl)benzoate 49.1C. LCMS (ES+) m/z 601.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08785468B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-516cb67e0ddb41bb8a03653cc1d8445b
Source note	uspto-grants-2014_07