O-Phenylenediamine → HCID 78322991, compound

Participants

Role	Name	HCID	Charge
Reactant	O-Phenylenediamine	HCID 7243	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
Reactant	HCID 90388860	HCID 90388860	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 78322991	HCID 78322991	55.9%

Reaction Conditions

Temperature	35 °C

Reaction Steps

To a solution of 7-((5-bromopyridin-3-yl)amino)-7-oxoheptanoic acid (1.0 g, 3.2 mmol) in DMF (30 mL) was added HBTU (1.8 g, 4.7 mmol), DIEA (0.82 g, 6.3 mmol), 1,2-diaminobenzene (1.04 g, 9.6 mmol). The solution was stirred at 35° C. for 2 h. After TLC showed the reaction was completed, 50 mL water was added to the solution. The mixture was stirred at room temperature, for 30 min. Then the mixture was filtered to give the crude product as a yellow solid. The crude product was recrystallized by methanol to give product as a yellow solid (yield 55.9%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09133105B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-66abef9daa424bd59dbb37052ccbacda
Source note	uspto-grants-2015_09