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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698180Generated: November 2, 2026

Methylamine → HCID 59278217, compound

https://huagongshe.com/reaction/1698180

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 59278116HCID 59278116—
SolventEthyl AcetateHCID 8857—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 59278217HCID 59278217—

Reaction Conditions

Temperature100 °C

Reaction Steps

1-(4-Fluorophenyl)-1H-pyrazolo[3,4-c]pyridine-4-carboxylic acid (2-bromo-thiazol-5-ylmethyl)-amide (50 mg, 0.10 mmol) was treated with a 2 M solution of methylamine in THF (2.0 mL, 4.0 mmol) in a microwave tube. To this solution was added solid K2CO3 (19 mg, 0.14 mmol), and the microwave tube was sealed and heated at 100° C. for 1 hour in a microwave. The mixture was then heated at 160° C. in a microwave for 4 hours, and the mixture was diluted with saturated aqueous ammonium chloride (40 mL) and EtOAc (20 mL). The layers were separated and the organics layer was washed with brine (50 mL), dried over sodium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography eluting with a gradient of 0-10% methanol in dichloromethane to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163918B2
Source datasetuspto-grants-2012_04
ORD IDord-51a7dcbc7b864adb8fc0c74eddc4c42d
Source noteuspto-grants-2012_04