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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802467Generated: October 28, 2026

Diisopropylethylamine → HCID 25226389, compound

https://huagongshe.com/reaction/1802467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant(2R)-1-aminopropan-2-olHCID 439938—
ReactantHCID 25226387HCID 25226387—
SolventDimethylformamideHCID 6228—
ProductHCID 25226389HCID 25226389—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 3-[(9-fluoro-1-oxo-1,2-dihydrobenzo[c]-2,6-naphthyridin-5-yl)amino]-4-methylbenzoic acid (Example 1, Step 5) (25 mg, 0.07 mmol) and (2R)-1-aminopropan-2-ol (8 mg, 0.1 mmol) in DMF (0.7 mL) was added BOP (91 mg, 0.21 mmol) and Hunig's base (0.4 mL, 0.21 mmol). The reaction was warmed to 60° C. and the reaction stirred for 18 hours and was then quenched by the addition of sat. aq. NaHCO3 solution. The mixture was extracted with EtOAc and the extracts were washed with brine, dried over MgSO4 and concentrated in vacuo. Purification by silica gel column chromatography (0-10% MeOH/CH2Cl2) afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349865B2
Source datasetuspto-grants-2013_01
ORD IDord-562245aa7cc845f09a7edf208f12e6c7
Source noteuspto-grants-2013_01