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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387833Generated: November 2, 2026

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

https://huagongshe.com/reaction/2387833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantMethyl 4-((2-amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-fluorobenzoateHCID 86633399—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product(4-((2-Amino-4-chloro-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)methanolHCID 86633403—

Reaction Steps

A solution of diisobutylaluminium hydride (1M in hexanes, 8.8 mL) was added dropwise over 10 min to a suspension of the product from example 22 step (iii) (0.78 g) in THF (10 mL) at 0° C. The mixture was allowed to warm to rt and stirred for 1 h. EtOAc (10 mL) was added and then the mixture stirred for 10 min before being 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, 0.3 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268990B2
Source datasetuspto-grants-2012_09
ORD IDord-9b2ea98ae14b4bf1b150679137275b36
Source noteuspto-grants-2012_09