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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047737Generated: October 30, 2026

Diisopropylethylamine → HCID 59314194, compound

https://huagongshe.com/reaction/1047737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,2,3,4-Tetrahydroquinoline-8-carboxylic acidHCID 2785589—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 59314162HCID 59314162—
SolventDimethylformamideHCID 6228—
ProductHCID 59314194HCID 5931419419%

Reaction Steps

To a solution of 1,2,3,4-tetrahydro-quinoline-8-carboxylic acid (240 mg, 1.36 mmol), 6-amino-3-methyl-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid ethyl ester (not pure, 300 mg, 1.36 mmol), HATU (608 mg, 1.60 mmol) in anhydrous DMF (10 mL) is added DIPEA (264 μL, 1.60 mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is dissolved in EtOAc (40 mL) and washed with water (1×10 mL) and brine (2×10 mL). The organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by HPLC to give a product (82) as a colorless oil (100 mg, 19%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569535B2
Source datasetuspto-grants-2013_10
ORD IDord-c23b017c63634c2da2109cf128f094c4
Source noteuspto-grants-2013_10