Diisopropylethylamine → HCID 68616629, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	N-BOC-ethylenediamine	HCID 187201	—
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 66631614	HCID 66631614	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	HCID 68616629	HCID 68616629	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

200 mg (0.52 mmol) of 3-{[(6-amino-3,5-dicyano-4-phenylpyridin-2-yl)sulfanyl]methyl}-benzenecarboxylic acid (Example 11) were charged in 5 ml of DMF. The reaction solution was cooled to 0° C. 393.58 mg (1.04 mmol) of HATU were added, and the mixture was then stirred at 0° C. for 20 min. 165.84 mg (1.04 mmol) of tert-butyl (2-aminoethyl)carbamate and 133.78 mg (1.04 mmol) of N,N-diisopropylethylamine were added, and the reaction solution was stirred at RT overnight. Water and tetrahydrofuran were added to the reaction mixture until a clear solution had formed. The solution was purified by preparative HPLC (Chromasil, water/acetonitrile+0.1% trifluoroacetic acid).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09187428B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-5ea8361f48b54957adc9901f54c105f6
Source note	uspto-grants-2015_11