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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927331Generated: October 25, 2026

Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → Methyl 2-(6-(3-chlorophenyl)picolinamido)-2-methylpropanoate

https://huagongshe.com/reaction/927331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantMethyl 2-amino-2-methylpropanoateHCID 4186341—
Reactant6-(3-Chlorophenyl)picolinic acidHCID 24730135—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-(6-(3-chlorophenyl)picolinamido)-2-methylpropanoateHCID 71087931—

Reaction Steps

A solution of 6-(3-chlorophenyl)-2-pyridinecarboxylic acid (CAN 863704-38-5, 0.2 mmol), 2-methyl-alanine methyl ester (0.2 mmol) and HBTU (CAN 94790-37-1, 114 mg, 0.3 mmol) in DMF (0.5 mL) was stirred for 20 h at room temperature. The crude reaction mixture was concentrated in vacuo by centrifugation and purified by flash chromatography (silica gel, 20 g, 0% to 100% ethyl acetate in heptane) to give the desired product together with some impurities (73 mg, 116%) as light yellow oil; MS (LC/MS): 333.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290451B2
Source datasetuspto-grants-2016_03
ORD IDord-35cb306baa6e4458a1b8c2bff228b4b0
Source noteuspto-grants-2016_03