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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598833Generated: October 31, 2026

Methanol → HCID 178434247, compound

https://huagongshe.com/reaction/598833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBenzylamineHCID 7504—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 178434246HCID 178434246—
SolventDichloromethaneHCID 6344—
ProductHCID 178434247HCID 17843424730%

Reaction Conditions

Temperature165 °C

Reaction Steps

The title compound was prepared from 5-(2-iodooxazol-5-yl)-3-methyl-1H-indazole, Scheme 5. A glass microwave reaction vessel was charged with 5-(2-iodooxazol-5-yl)-3-methyl-1H-indazole (0.050 g, 154 μmol), benzyl amine (0.120 mL, 1100 μmol) and NMP (1.0 mL). The reaction mixture was stirred and heated in a Smith Synthesizer® microwave reactor (Personal Chemistry, Inc., Upssala, Sweden) at 165° C. for 10 minutes. The obtained product was adsorbed onto a plug of silica gel and chromatographed through a Redi-Sep® pre-packed silica gel column (12 g), eluting with a gradient of 1% to 10% 2 M NH3.MeOH in DCM, to give the title compound (14 mg, 30% yield) LCMS (API-ES) m/z (%): 305 (100%, M++H); 1H NMR (400 MHz, DMSO-d6) δ ppm 7.69 (s, 1H) 7.48 (dd, J=8.72, 1.40 Hz, 1H) 7.42 (d, J=8.72 Hz, 1H) 7.38 (m, 2H) 7.31 (m, 2H) 7.22 (m, 1H) 7.14 (s 1H) 4.44 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897619B2
Source datasetuspto-grants-2011_03
ORD IDord-e444438eb5c043ab9b2cc0772d678e61
Source noteuspto-grants-2011_03