Water → HCID 86729757, compound

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	9-Ethyl-9H-carbazole-3-carboxylic acid	HCID 4912869	—
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 62671211	HCID 62671211	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 86729757	HCID 86729757	69.9%

Reaction Steps

A solution (2.5 mL) of the compound obtained in Step 2 (112 mg, 0.52 mmol), 9-ethyl-9H-carbazole-3-carboxylic acid (123 mg, 0.52 mmol), HATU (255 mg, 0.67 mmol) and TEA (0.216 mL, 1.55 mmol) in DMF was stirred at room temperature for 16 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent; ethyl acetate) to give the title compound (158 mg, 0.360 mmol, 69.9%) as a white powder.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09120776B2
Source dataset	uspto-grants-2015_09
ORD ID	ord-532f0ed132004cb7a4ba8d88c0851ef5
Source note	uspto-grants-2015_09