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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512509Generated: November 3, 2026

Methylamine → HCID 86711547, compound

https://huagongshe.com/reaction/512509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTriethylamineHCID 8471—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
ReactantHCID 86711548HCID 86711548—
SolventDimethylformamideHCID 6228—
ProductHCID 86711547HCID 86711547—

Reaction Steps

A solution of 5-(3-difluoromethyl-phenyl)-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid (preparation 16a, 931 mg, 3.33 mmol), TBTU (1.17 g, 3.64 mmol), triethylamine (0.94 mL, 6.70 mmol) in DMF (3 mL) is stirred for 30 min. Then, methylamine (5.23 mL of 2M solution in THF, 10.5 mmol) is added and the reaction mixture is stirred for 18 h at room temperature. The reaction mixture is concentrated under reduced pressure and purified by preparative reversed-phase HPLC (XBridge, gradient of acetonitrile in water, 0.3% NH4OH, 60° C.). Yield: 0.25 g (25% of theory); ESI mass spectrum: [M+H]+=293; Retention time HPLC: 0.59 min (Z011_S03).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102624B2
Source datasetuspto-grants-2015_08
ORD IDord-7a34f2ca3ecf41d9a312418329caa10d
Source noteuspto-grants-2015_08