Difluoroacetic acid → HCID 67438657, compound

Participants

Role	Name	HCID	Charge
Reactant	Difluoroacetic acid	HCID 9788	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
Reactant	4-(4,6-Dimorpholino-1,3,5-triazin-2-yl)aniline	HCID 45379087	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 67438657	HCID 67438657	46%

Reaction Conditions

Temperature	60 °C

Reaction Steps

To a mixture of 2,2-difluoroacetic acid (20 mg, 0.21 mmol), HBTU (76 mg, 0.2 mmol), and DIEA (52 mg, 0.40 mmol) in 2 mL of DMF was added 4-(4,6-dimorpholino-1,3,5-triazin-2-yl) aniline (40 mg, 0.12 mmol). The reaction was stirred at 60° C. 16 hr. Then the reaction mixture was cooled to room temperature and purified by reverse phase chromatography to give N-[4-(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)phenyl]-2,2-difluoroacetamide (23 mg, 46% yield). HPLC: Rt=2.19 min; MS 421 [M+H].

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08748421B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-bd6fd0bd38784d38a5a01be8ee3a5224
Source note	uspto-grants-2014_06