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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616045Generated: November 1, 2026

Diisopropylethylamine → HCID 44540315, compound

https://huagongshe.com/reaction/1616045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Methoxynicotinic acidHCID 708093—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant6-(1H-indol-4-yl)-1H-indazol-4-amineHCID 58268019—
SolventDimethylformamideHCID 6228—
ProductHCID 44540315HCID 445403155.2%

Reaction Steps

2-(Methyloxy)-3-pyridinecarboxylic acid (33 mg, 0.22 mmol) was treated with HATU (84 mg, 0.22 mmol) in DMF (0.25 ml) and DIPEA (0.069 ml, 0.40 mmol). The reaction mixture was shaken for 5 mins prior to treatment with 6-(1H-indol-4-yl)-1H-indazol-4-amine (25 mg, 0.1 mmol) in DMF (0.25 ml) and then left to stand at room temperature for 18 h. Solvent was removed in vacuo and the product re-dissolved in chloroform (0.3 ml) prior to application on to a pre-conditioned (methanol then chloroform) aminopropyl SPE cartridge (0.5 g). Product was eluted after 2 h with ethyl acetate/methanol (1:1, 3 ml), and concentrated under a stream of nitrogen using blow down apparatus. Purification by MDAP(Method D) afforded the title compound (2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765743B2
Source datasetuspto-grants-2014_07
ORD IDord-9cfdb77f861743719c8ff54dab69e1da
Source noteuspto-grants-2014_07