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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924372Generated: October 26, 2026

Diisopropylethylamine → HCID 77844272, compound

https://huagongshe.com/reaction/924372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant(S)-tert-Butyl (1-(3-aminopyridin-4-yl)piperidin-3-yl)carbamateHCID 59332360—
ReactantHCID 73554870HCID 73554870—
SolventDimethylformamideHCID 6228—
ProductHCID 77844272HCID 7784427222.2%

Reaction Steps

To a mixture of 3-amino-7-bromoquinoline-2-carboxylic acid (27.4 mg, 0.103 mmol), tert-butyl [(3S)-1-(3-aminopyridin-4-yl)piperidin-3-yl]carbamate (31.4 mg, 0.107 mmol) and HATU (78.2 mg, 0.206 mmol), DMF (1.00 mL) was added, followed by DIPEA (83.6 mg, 0.647 mmol). The mixture was stirred at room temperature. After 3 h, the reaction mixture was concentrated under reduced pressure. The resulting residue was dissolved in DCM (2.0 mL); then TFA (1.0 mL) was added. The mixture was stirred at room temperature for 30 min., and then concentrated under reduced pressure. The residue was purified using RP-HPLC (XBridge™ C18 column, eluting with a gradient of MeCN/water containing 0.1% NH4OH, at a flow rate of 30 mL/min.) to give the title compound as a yellow solid (10.1 mg, 22%). LCMS calc. for C20H22BrN6O (M+H)+: m/z=441.1. found 441.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278950B2
Source datasetuspto-grants-2016_03
ORD IDord-1cf0c38a303d4272bccc23c4efceb83c
Source noteuspto-grants-2016_03