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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490567Generated: October 31, 2026

Methylamine → HCID 68832183, compound

https://huagongshe.com/reaction/490567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 68834593HCID 68834593—
SolventDimethylformamideHCID 6228—
ProductHCID 68832183HCID 6883218327.1%

Reaction Steps

To a solution of crude (5-nitro-3-oxo-2,3-dihydro-indazol-1-yl)-acetic acid (0.14 g) in DMF, was added TBTU (0.20 g), followed by N,N-ethyldiisopropylamine (0.40 mL) and after 10 minutes methylamine (0.32 mL of a 2 M solution) was added. The reaction was stirred overnight and was quenched with 2N HCl (aq.) and extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and evaporated. Flash column chromatography of the residue over silica gel afforded the desired N-methyl-2-(5-nitro-3-oxo-2,3-dihydro-indazol-1-yl)-acetamide (0.040 g) as a yellow solid. MS (ESI−):249.1 ([M−H]−).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528158B2
Source datasetuspto-grants-2009_05
ORD IDord-f7584a4eb44f43c5959d32f4da096e3c
Source noteuspto-grants-2009_05