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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387796Generated: November 1, 2026

Acetic Acid → (S)-Methyl 2-(4-((3-(2-amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)propylamino)methyl)phenyl)acetate

https://huagongshe.com/reaction/2387796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantMethyl 2-(4-formylphenyl)acetateHCID 19363032—
Reactant(S)-3-(2-Amino-5-(3-aminopropyl)-6-methylpyrimidin-4-ylamino)heptan-1-olHCID 68416454—
SolventTetrahydrofuranHCID 8028—
Product(S)-Methyl 2-(4-((3-(2-amino-4-(1-hydroxyheptan-3-ylamino)-6-methylpyrimidin-5-yl)propylamino)methyl)phenyl)acetateHCID 426129943.1%

Reaction Steps

To a solution of the product from step (ix) (57 mg) in THF (5 mL) was added (4-formylphenyl)acetic acid methyl ester (51 mg) and acetic acid (0.011 mL). The resulting mixture was stirred for 5 h, sodium triacetoxyborohydride (90 mg) was added and the resulting solution stirred at rt for 16 h. TEA (0.013 mL) was added and the reaction mixture stirred for a further 2 h. The solvents were evaporated, the residue redissolved in MeOH and purified by RPHPLC to afford the title compound 2.7 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268990B2
Source datasetuspto-grants-2012_09
ORD IDord-0ca56c7c1c1e43a1ab76a752db637582
Source noteuspto-grants-2012_09