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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616015Generated: October 31, 2026

Diethylamine → HCID 44540958, compound

https://huagongshe.com/reaction/1616015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 44540963HCID 44540963—
SolventDimethyl SulfoxideHCID 679—
SolventDimethyl sulfoxide methanolHCID 22036561—
ProductHCID 44540958HCID 445409584.3%

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). Diethylamine (0.027 ml, 0.26 mmol) and DIPEA (0.113 ml) were added and the mixture was heated at 160° C. for 2 h under microwave irradiation. Further diethylamine (0.027 ml, 0.26 mmol) was added and the mixture was heated at 160° C. for 2 h under microwave irradiation. Again, diethylamine (0.027 ml, 0.26 mmol) was added and the mixture was heated at 160° C. for 1 h under microwave irradiation. After this time, diethylamine (0.027 ml, 0.26 mmol) and DIPEA (0.113 ml) were both added to the mixture and it was heated at 160° C. for 2 h under microwave irradiation. The crude reaction mixture was dissolved in DMSO/MeOH (1:1) and purified by Mass Directed Automated Preparative HPLC (Method E). Product-containing fractions were dried under a stream of nitrogen to afford the title compound (4.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765743B2
Source datasetuspto-grants-2014_07
ORD IDord-3e03c2dd9dd44646a0882157a23393e3
Source noteuspto-grants-2014_07