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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450373Generated: October 31, 2026

Diisopropylethylamine → HCID 178458670, compound

https://huagongshe.com/reaction/450373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-2-Amino-2-(5-fluoropyridin-2-yl)ethanol hydrochlorideHCID 68482269—
ReactantHCID 178458609HCID 178458609—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
ProductHCID 178458670HCID 17845867064.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 6-chloro-N-(5-isopropoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amine (Intermediate 7, 0.5 g) and (2R)-2-amino-2-(5-fluoropyridin-2-yl)ethanol hydrochloride (Intermediate 23, 0.45 g) in n-BuOH (10 mL) with diisopropylethylamine (3 mL) was stirred at 70° C. for 4 hours. The resulting mixture was diluted with ethyl acetate (20 mL), and washed with brine (10 mL×3). The organic layer was dried and concentrated. The resulting residue was separated by silica gel column (Hexane/Ethyl acetate) to yield 0.45 g of desired product. MS (electrospray): 418 (M+1) for C18H20FN7O4. 1H NMR (300 MHz, CD3OD) δ ppm 8.50 (s, 1H) 8.20 (d, 1H) 7.60 (s, 1H) 7.45 (s, 1H) 6.30 (s, 1H) 5.70 (s, 1H) 5.45 (m, 1H), 4.60 (m, 1H) 3.90 (m, 2H) 1.30 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486966B2
Source datasetuspto-grants-2013_07
ORD IDord-e9e18ac10239412992d01c4a7dd7a4d4
Source noteuspto-grants-2013_07