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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367246Generated: October 31, 2026

Cyclopropylamine → HCID 66991312, compound

https://huagongshe.com/reaction/2367246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 58504757HCID 58504757—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66991312HCID 669913125.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 6-[2-amino-6-(methylsulfonyl)-4-pyrimidinyl]-1H-indazol-3-amine (650 mg, 2.14 mmol), cyclopropylamine (650 mg, 11.4 mmol), and Hunig's base (2 mL, 11.4 mmol) in 1,4-dioxane (5 mL) was heated for 2 hours at 120° C. 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 (gradient: 15% CH3CN/H2O to 45% CH3CN/H2O) to afford the title compound (32 mg) as a yellow solid. LC-MS (ES) m/z=282 [M+H]+. 1H NMR (400 MHz, DMSO-d6): δ 0.46-0.49 (m, 2H), 0.73 (t, J=6.8 Hz, 2H), 2.62-2.67 (m, 1H), 5.37 (s, 2H), 6.0 (s, 2H), 6.38 (s, 1H), 7.02 (s, 1H), 7.45 (d, J=8.8 Hz, 1H), 7.70 (d, J=8.0 Hz, 1H), 7.86 (s, 1H), 11.50 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697685B2
Source datasetuspto-grants-2014_04
ORD IDord-cf9c18ee5aeb493ca12f61d5fbbbc836
Source noteuspto-grants-2014_04