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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507570Generated: November 1, 2026

Sodium Carbonate → HCID 73425726, compound

https://huagongshe.com/reaction/1507570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-6-methylnicotinic acidHCID 121724—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant6-Amino-1,3,3-trimethyl-1,3-dihydro-2H-indol-2-oneHCID 52911248—
SolventDimethylformamideHCID 6228—
ProductHCID 73425726HCID 73425726—

Reaction Steps

A suspension of 6-amino-1,3,3-trimethylindolin-2-one (120 mg, 631 μmol), 2-chloro-6-methylnicotinic acid (108 mg, 631 μmol) and 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V) (480 mg, 1.26 mmol) and N,N-diisopropylethylamine (408 mg, 536 μl, 3.15 mmol) in DMF (3 ml) was stirred at room temperature for 16 hours. An aqueous solution of Na2CO3 was added. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/heptane as eluent. The title compound was obtained as white solid (167 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221816B2
Source datasetuspto-grants-2015_12
ORD IDord-f7f05e4ee7624bc386952247e1ea77ef
Source noteuspto-grants-2015_12