Diisopropylethylamine → HCID 178459998, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
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	3-(4-(Methoxycarbonyl)phenyl)-2-methylenebutanoic acid	HCID 90010732	—
Reactant	HCID 178507188	HCID 178507188	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 178459998	HCID 178459998	—

Reaction Conditions

Temperature	23 °C

Reaction Steps

A mixture of 3-(4-(methoxycarbonyl)phenyl)-2-methylenebutanoic acid (1.0 g, 4.2 mmol), HATU (1.9 g, 5.1 mmol), 2-amino-3-bromopyridine 1-oxide (0.88 g, 4.6 mmol) and diisopropyl ethylamine (2.22 mL, 12.5 mmol) in anhydrous DMF (10 mL) was stirred at 23° C. for 1 h, then concentrated. The residue was partitioned between ethyl acetate and brine (2×). The combined organic layers were dried over anhydrous sodium sulfate, and concentrated. The residue was triturated with acetonitrile (20 mL). The solid was filtered and dried under vacuum to give the title compound. MS: m/z=406.0 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09296750B2
Source dataset	uspto-grants-2016_03
ORD ID	ord-c914242757004a578e545691f262b725
Source note	uspto-grants-2016_03