1-(4-Pyridinyl)-1H-indazol-4-amine → 4-(2,3-Dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-({[1-(4-pyridinyl)-1h-indazol-4-yl]amino}methyl)-2-pentanol

Participants

Role	Name	HCID	Charge
Reactant	1-(4-Pyridinyl)-1H-indazol-4-amine	HCID 57615957	—
Reactant	7-[1,1-Dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]-2,3-dihydrobenzofuran	HCID 57775518	—
Solvent	Dimethyl sulfoxide methanol	HCID 22036561	—
Product	4-(2,3-Dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-({[1-(4-pyridinyl)-1h-indazol-4-yl]amino}methyl)-2-pentanol	HCID 57615953	8.5%

Reaction Conditions

Temperature	150 °C

Reaction Steps

A mixture of racemic 7-{1,1-dimethyl-2-[2-(trifluoromethyl)-2-oxiranyl]ethyl}-2,3-dihydro-1-benzofuran (which may be prepared according to WO 04/063163, 27 mg, 0.095 mmol) and 1-(4-pyridinyl)-1H-indazol-4-amine (Intermediate 5) (20 mg, 0.095 mmol) was heated by microwave (200 W) at 150° C. for 20 minutes. The crude product was cooled, dissolved in DMSO/MeOH and purified by mass-directed autopreparation. The appropriate fractions were evaporated to give the title compound (4 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08093281B2
Source dataset	uspto-grants-2012_01
ORD ID	ord-b6d5595596d64b7393fb59bc883bc9b3
Source note	uspto-grants-2012_01