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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1617171Generated: October 25, 2026

Diisobutylaluminumhydride → (4-((2-Amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-methoxyphenyl)methanol

https://huagongshe.com/reaction/1617171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantMethyl 4-((2-amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-methoxybenzoateHCID 86633398—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(4-((2-Amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-methoxyphenyl)methanolHCID 86633400—

Reaction Steps

A solution of diisobutylaluminium hydride (1M in hexanes, 5.44 mL) was added over 10 min to a suspension of the product from example 21 step (iii) (0.5 g) in THF (10 mL) at 0° C. The mixture was allowed to warm to rt and stirred for Ih. EtOAc (10 mL) was added cautiously and then the reaction mixture was added to ice/water (100 mL). The mixture was stirred for 30 min and then diluted with EtOAc (50 mL). The organic phase was separated and the aqueous was extracted with EtOAc. The combined organic phase was dried, filtered and evaporated to afford the subtitle compound, 0.39 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765939B2
Source datasetuspto-grants-2014_07
ORD IDord-494a29e026174bac9a49de65f569bb44
Source noteuspto-grants-2014_07