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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383488Generated: November 2, 2026

Aniline → HCID 59490356, compound

https://huagongshe.com/reaction/2383488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantHCID 59490563HCID 59490563—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59490356HCID 59490356—

Reaction Steps

To a solution of 3-(4-methoxybenzyl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline-7-carboxylic acid (0.072 g, 0.21 mmol), diisopropylethylamine (0.1 mL), aniline (23 μl, 0.21 mmol) in dimethylformamide (5 mL) was added HBTU (0.121 g). The mixture was stirred at room temperature for 24 hours, poured into ethyl acetate (100 mL) and washed with water (200 mL). The organic layer was dried with anhydrous magnesium sulfate and evaporated to dryness to give crude 3-(4-methoxybenzyl)-N-phenyl-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline-7-carboxamide as a brown oil, which was used in the next step without any further purification. LCMS [M+H]: 413.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263610B2
Source datasetuspto-grants-2012_09
ORD IDord-178b725f13024af1a28dc97f878245c9
Source noteuspto-grants-2012_09