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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616012Generated: November 1, 2026

Methylamine → HCID 44540872, compound

https://huagongshe.com/reaction/1616012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 44540963HCID 44540963—
SolventDimethyl SulfoxideHCID 679—
SolventDimethyl sulfoxide methanolHCID 22036561—
ProductHCID 44540872HCID 44540872—

Reaction Conditions

Temperature160 °C

Reaction Steps

To a microwave vial was added 2 ml of a solution of 6-chloro-N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide (350 mg, 0.90 mmol, prepared as described in Example 18) in DMSO (14 ml). Methylamine (2M in THF, 0.129 ml, 0.26 mmol) and DIPEA (0.113 ml) were added and the mixture was heated at 160° C. for 4 h under microwave irradiation. Further methylamine (2M in THF, 0.129 ml, 0.26 mmol) was added and the mixture was again heated at 160° C. for 1 h under microwave irradiation. The crude reaction mixture was dissolved in DMSO/MeOH (1:1) and purified by Mass Directed Automated Preparative HPLC (Method B). Product-containing fractions were dried under a stream of nitrogen to afford the title compound (4.4 mg) as a pale yellow gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765743B2
Source datasetuspto-grants-2014_07
ORD IDord-21175c634d6446a0b44618db71f167b0
Source noteuspto-grants-2014_07