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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827471Generated: October 25, 2026

Triethylamine → 1-Methyl-1H-pyrrole-2-carboxylic acid N'-(1-{2-[3-((E)-2-pyridin-2-yl-vinyl)-1H-indazol4-ylamino]-phenyl}-methanoyl)-hydrazide

https://huagongshe.com/reaction/1827471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-methyl-1H-pyrrole-2-carbohydrazideHCID 2763610—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2-[3-(2-Pyridin-2-yl-vinyl)-1H-indazol-6-ylamino]-benzoic acidHCID 69352963—
SolventDimethylformamideHCID 6228—
Product1-Methyl-1H-pyrrole-2-carboxylic acid N'-(1-{2-[3-((E)-2-pyridin-2-yl-vinyl)-1H-indazol4-ylamino]-phenyl}-methanoyl)-hydrazideHCID 6965289540.1%

Reaction Steps

A solution of 2-[3-(2-Pyridin-2-yl-vinyl)-1H-indazol-6-ylamino]-benzoic acid (50.0 mg, 0.084 mmol), 1-methyl-1H-pyrrole-2-carboxylic acid hydrazide (23.3 mg, 0.17 mmol), triethylamine(58 μl, 0.42 mmol), dissolved in DMF (0.8 mL), was treated with HATU (48 mg, 0.13 mmol). The mixture was stirred overnight, then purified by reverse phase HPLC yielding 16.1 mg (40%) of the title compound as a yellow solid. 1H NMR (DMSO-d6): δ 10.39 (1H, s), 10.00 (1H, s), 9.52 (1H, s), 8.67 (1H, d, J=2.4), 8.07 (4H, m), 7.77 (1H, d, J=5.2), 7.51 (4H, m), 7.32 (1H, s), 7.09 (1H, d, J=6.3), 6.98 (3H, m), 6.13 (1H, m), 3.87 (3H, s). ESIMS (M+H+):478.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053107B2
Source datasetuspto-grants-2006_05
ORD IDord-12d9c302ed5c412ab8d0e528d1720e00
Source noteuspto-grants-2006_05