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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367251Generated: November 1, 2026

N-Methylbenzeneethanamine → HCID 58504481, compound

https://huagongshe.com/reaction/2367251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylbenzeneethanamineHCID 11503—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 58504757HCID 58504757—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 58504481HCID 5850448114.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 6-[2-amino-6-(methylsulfonyl)-4-pyrimidinyl]-1H-indazol-3-amine (300 mg, 0.99 mmol), N-methyl-2-phenylethanamine (300 mg, 2.22 mmol), and Hunig's base (2 mL) in NMP (3 mL) was heated for 2 hours at 160° C. for in a BiotageInitiator® microwave synthesizer. Upon cooling, the mixture was decanted to remove the solids, and the resulting solution was concentrated to dryness. The crude material was purified by RPHPLC to afford the title compound (50 mg) as a yellow solid. LC-MS (ES) m/z=360 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 2.85 (t, J=7.6 Hz, 2H), 3.0 (s, 3H), 3.76 (t, J=7.6 Hz, 2H), 5.37 (s, 2H), 6.04 (s, 2H), 6.39 (s, 1H), 7.19-7.23 (m, 1H), 7.30-7.32 (m, 4H), 7.53 (d, J=8.4 Hz, 1H), 7.71 (d, J=8.8 Hz, 1H), 7.91 (s, 1H), 11.50 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-48dc39b23d4b4bad95fcb0440de6fb7c
Source noteuspto-grants-2014_04