Cesium carbonate → HCID 85472925, compound

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	HCID 2733207	—
Reactant	2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl	HCID 11155794	—
Reactant	HCID 90411776	HCID 90411776	—
Catalyst	Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)	HCID 105144	—
Solvent	Water	HCID 962	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 85472925	HCID 85472925	—

Reaction Steps

2-amino-N-(4-bromo-3-methyl-isothiazol-5-yl)-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carboxamide (50 mg, 0.1078 mmol), trifluoro(morpholinomethyl)boranuide (Potassium Ion (1)) (29.01 mg, 0.1401 mmol), dicesium carbonate (105.4 mg, 0.3234 mmol), palladium(+2) cation diacetate (4.84 mg, 0.02156 mmol), dicyclohexyl-[2-(2,4,6-triisopropylphenyl)phenyl]phosphane (20.56 mg, 0.04312 mmol) in dioxane (4 mL)-water (0.5 mL) was heated at 90° C. for 5 h. The reaction mixture was concentrated in vacuo and the residue was purified by fractionlynx. The clean fractions were freeze dried, yielding 2-amino-6-fluoro-N-(3-methyl-4-(morpholinomethyl)isothiazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide as a pale yellow solid. (21 mg, 32%). MS (ES+) 392.2.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08957078B2
Source dataset	uspto-grants-2015_02
ORD ID	ord-f716f370e63b40f19859031804cc8382
Source note	uspto-grants-2015_02