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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157285Generated: November 1, 2026

Triethylamine → HCID 178493291, compound

https://huagongshe.com/reaction/1157285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant1-(1-Phenyl-1H-tetrazol-5-YL)piperazineHCID 3825578—
ReactantHCID 178493292HCID 178493292—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178493291HCID 1784932914%

Reaction Steps

A mixture of the solid containing 3-(carboxycarbonyl)-4-methoxy-1H-pyrrolo[2,3-b]pyridine 7-oxide from above (200 mg, 0.84 mmol), triethylamine (0.5 mL, sssss), 1-(1-phenyl-1H-tetrazol-5-yl)piperazine (234 mg, 1.01 mmol) and TBTU (404 mg, 1.26 mmol) was stirred at rt in DMF (1 mL) for 24 h. H2O was added and the reaction mixture was concentrated under reduced pressure. The residue was purified using reverse phase prep HPLC to afford the title compound as a white solid (15 mg, 4%). 1H NMR (500 MHz, CDCl3) δ ppm 3.32 (s, 2 H) 3.37 (s, 2H) 3.56 (s, 2 H) 3.79 (s, 2 H) 4.13 (s, 3 H) 6.83 (d, J=7.32 Hz, 1 H) 7.53 (d, J=6.71 Hz, 1 H) 7.54-7.60 (m, 3 H) 8.16 (s, 1 H) 8.34 (d, J=6.71 Hz, 1H). LCMS: m/e 449 (M+H)+, ret time 0.99 min (method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807671B2
Source datasetuspto-grants-2010_10
ORD IDord-02821634b9574fa48fd735185f22a565
Source noteuspto-grants-2010_10