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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173610Generated: November 1, 2026

Methanol → (S)-1-[5-tert-Butyl-3-(4-methyl-furazan-3-ylmethyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl]-pyrrolidin-3-ol

https://huagongshe.com/reaction/2173610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant3-(Bromomethyl)-4-methyl-1,2,5-oxadiazoleHCID 19832741—
Reactant5-tert-Butyl-7-(3,3-difluoro-pyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidineHCID 71558205—
ReactantHCID 178441789HCID 178441789—
Product(S)-1-[5-tert-Butyl-3-(4-methyl-furazan-3-ylmethyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl]-pyrrolidin-3-olHCID 86296046—

Reaction Steps

In analogy to the procedure described for the synthesis of 5-tert-butyl-7-(3,3-difluoropyrrolidin-1-yl)-3-ethyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine (example 61), the title compound was prepared from 5-tert-butyl-7-(3,3-difluoropyrrolidin-1-yl)-3H-[1,2,3]triazolo[4,5-d]pyrimidine and 3-(bromomethyl)-4-methyl-1,2,5-oxadiazole. After completion of the substitution reaction methanol was added and the mixture was stirred for 1 h at room temperature and subsequently subjected to purification with preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile, water and NEt3. After evaporation of the product containing fractions the title compound was isolated as light-yellow gum. MS(m/e): 359.3 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056866B2
Source datasetuspto-grants-2015_06
ORD IDord-3ddc0bb1ce9f4b3b9e77c13a9dfa796e
Source noteuspto-grants-2015_06