4-Methylmorpholine → HCID 178448835, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
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 49800994	HCID 49800994	—
Reactant	HCID 178418806	HCID 178418806	—
Product	HCID 178448835	HCID 178448835	18%

Reaction Steps

0.1 mmol 4-{4-[(2-methylpropyl)amino]imidazo[1,2-a]quinoxalin-1-yl}benzoic acid (1.0 mL, 0.1 M in NMP) (example 1.5), 0.2 mmol 1H-pyrazol-3-amine (1 mL, 0.5 M in NMP, 2 eq), 0.2 mmol HATU (1 mL, 0.5 M in NMP, 2 eq) and 0.4 mmol NMM (0.133 mL, 3 M in NMP, 4 eq) were combined, shaken at rt for 24 h and subjected to preparative HPLC to give 7.6 mg 4-{4-[(2-methylpropyl)amino]imidazo[1,2-a]quinoxalin-1-yl}-N-(1H-pyrazol-3-yl)benzamide (18%): UPLC-MS: RT=1.04 min; m/z (ES+) 426.5 [MH+]; required MW=425.5.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08729082B2
Source dataset	uspto-grants-2014_05
ORD ID	ord-093aa74a1f9e4137be1e0c95479371af
Source note	uspto-grants-2014_05