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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593996Generated: October 25, 2026

(+-)-2-Butanol → N-(2-(2-bromophenoxy)pyrimidin-5-yl)-4-phenylphthalazin-1-amine

https://huagongshe.com/reaction/593996

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(+-)-2-ButanolHCID 6568—
ReactantPhthalazineHCID 9207—
Reactant1-Chloro-4-phenylphthalazineHCID 272109—
Reactant2-(2-Bromophenoxy)pyrimidin-5-amineHCID 61147722—
SolventHexaneHCID 8058—
ProductN-(2-(2-bromophenoxy)pyrimidin-5-yl)-4-phenylphthalazin-1-amineHCID 57756263—

Reaction Conditions

Temperature120 °C

Reaction Steps

2-(2-Bromophenoxy)pyrimidin-5-amine (3.01 g, 11.3 mmol), 1-chloro-4-phenylphthalazine (2.72 g, 11.3 mmol), and butan-2-ol (56.6 ml, 11.3 mmol) were placed in a sealed tube. The reaction vessel was sealed and mixture heated to 120° C. After 1.5 h, LCMS showed mainly product as [M+H]+=470 and a small amount of bromo starting material. 200 mg of phthalazine was added. After another 3.5 h, the reaction was cooled to RT. Hexane was added to allow a yellow solids to precipitate. The yellow solids were filtered and recrystallized with DCM and hexanes. The resulting dark brown solids were dried under vacuum overnight, affording the product, N-(2-(2-bromophenoxy)pyrimidin-5-yl)-4-phenylphthalazin-1-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242961B2
Source datasetuspto-grants-2016_01
ORD IDord-7be43db68edc41f1a00b1e773e49fb35
Source noteuspto-grants-2016_01