Triethylamine → HCID 86605400, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Methanamine, N-methoxy-, hydrochloride (1:1)	HCID 81138	—
Reactant	Sodium Bicarbonate	HCID 516892	—
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 10429855	HCID 10429855	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 86605400	HCID 86605400	—

Reaction Steps

To a solution of 4-[[((1S)-1-{[(cyanomethyl)amino]carbonyl}-3-methylbutyl)oxy](phenyl)methyl]benzoic acid from example 46 (40 mg, 0.105 mmol) and N,O-dimethylhydroxylamine hydrochloride (10.3 mg, 0.105 mmol, 1 eq) in 1 mL DMF were added HATU (40 mg, 0.105 mmol, 1 eq), triethylamine (32 mg, 0.315 mmol, 3 eq). The mixture was stirred at room temperature for 18 hours, then poured into a half saturated solution of NaHCO3 (5 mL). It was extracted with EtOAc (2×10 mL); washed organic fraction with brine, concentrated to give the product.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07279478B2
Source dataset	uspto-grants-2007_10
ORD ID	ord-c8de2906aab744a0b5f810c194ba8eb3
Source note	uspto-grants-2007_10