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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930646Generated: October 31, 2026

(S)-(+)-Tetrahydrofurfurylamine → HCID 59333702, compound

https://huagongshe.com/reaction/1930646

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-(+)-TetrahydrofurfurylamineHCID 641530—
Reactanttert-Butyl 2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-4-(trifluoromethylsulfonyloxy)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylateHCID 59333780—
SolventDimethylformamideHCID 6228—
ProductHCID 59333702HCID 5933370222%

Reaction Conditions

Temperature85 °C

Reaction Steps

tert-Butyl 2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-4-(trifluoromethylsulfonyloxy)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (250 mg, 0.45 mmol, example 69c) was dissolved in DMF (2 mL). (S)-(tetrahydrofuran-2-yl)methanamine (45.6 mg, 0.45 mmol) was added and the reaction mixture was stirred at 85° C. overnight. The solvent was evaporated under reduced pressure and the crude was purified by flash column chromatography using dichloromethane and methanol as eluent. The fractions containing the title compound were pulled together and the solvent was evaporated yielding (S)-tert-butyl 2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-4-((tetrahydrofuran-2-yl)methylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (50.0 mg, 21.94%). MS (ES+) m/z 506.4 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-1f2112215a20496e961de6d13c34660a
Source noteuspto-grants-2012_05