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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403675Generated: October 31, 2026

Methylamine → HCID 70896114, compound

https://huagongshe.com/reaction/2403675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant4-MethylmorpholineHCID 7972—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant5-bromo-1H-indazole-3-carboxylic AcidHCID 7157358—
SolventDimethylformamideHCID 6228—
ProductHCID 70896114HCID 7089611456%

Reaction Steps

To a solution of 5-bromo-1H-indazole-3-carboxylic acid (1.2 g, 5.0 mmol) in N,N-dimethylformamide (20 mL) was added methyl amine (5 mL, 2 M in tetrahydrofuran, 10 mmol), 1, (3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (1.4 g, 7.5 mmol), 1-hydroxybenzotriazole hydrate (1.2 g, 7.5 mmol), and N-methylmorpholine (1.0 g, 10 mmol). The reaction was stirred at room temperature overnight. The reaction was concentrated and purification by flash column chromatography gave the title compound (0.71 g, 56%) as a colorless solid. 1H NMR (400 MHz, DMSO-d6, δ): 13.8 (br. s., 1 H), 8.41 (m, 1 H), 8.31 (s, 1 H), 7.60 (d, J=8.8 Hz, 1 H), 7.51-7.54 (m, 1 H), 2.80 (d, J=4.8 Hz, 3 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802688B2
Source datasetuspto-grants-2014_08
ORD IDord-31fd44a253644ccab0f07ffb0a41255d
Source noteuspto-grants-2014_08