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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693295Generated: November 1, 2026

Methanol → HCID 86641330, compound

https://huagongshe.com/reaction/1693295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCyclopropylamineHCID 69828—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 67279997HCID 67279997—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86641330HCID 8664133097%

Reaction Steps

Sodium cyanoborohydride (1.89 g) was added to a mixture composed of di-tert-butyl {2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-8-oxo-2,7,8,9-tetrahydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-4-yl}imidodicarbonate of Example 40 (5.71 g), methanol (50 mL), tetrahydrofuran (25 mL), cyclopropylamine (1.04 mL) and acetic acid (1.72 mL) under cooling in an ice bath, and the mixture was stirred at room temperature for 14 hours. The reaction mixture was concentrated under reduced pressure and dissolved in ethyl acetate, and the solution was washed with a saturated sodium bicarbonate solution and then with brine. The organic layer was dried over anhydrous sodium sulfate and filtered. Then, the filtrate was concentrated under reduced pressure to obtain the title compound (5.91 g, 97%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158638B2
Source datasetuspto-grants-2012_04
ORD IDord-81993eb71adb4fe09fe0485997065909
Source noteuspto-grants-2012_04