Triethylamine → HCID 14606675, compound

To a 50 mL round bottom flask fitted with a reflux condenser was added (2R-cis)-4-aminotetrahydro-2-furanmethanol, Compound IV(f), (184 mg, 1.57 mmole), 5-amino-4,6-dichloro-pyrimidine (770 mg, 4.70 mmole), triethylamine (0.44 mL, 3.16 mmole) and t-butyl alcohol (16 mL). The reaction mixture was heated to reflux temperature under an atmosphere of argon for 72 hours, at which time the volatile materials were removed by rotary evaporation. The residue was dissolved in 100 mL EtOAc, washed with saturated NaHCO3 solution (50 mL) and saturated NaCL solution (50 mL), then dried over MgSO4. After filtration and evaporation, the product was purified by flash column chromatography (50% EtOAc/50% Hexane) to yield 220 mg (58%) of Compound IX.

1. customTo a 50 mL round bottom flask fitted with a reflux condenser
2. temperatureThe reaction mixture was heated
3. temperatureto reflux temperature under an atmosphere of argon for 72 hours
4. customat which time the volatile materials were removed by rotary evaporation
5. dissolutionThe residue was dissolved in 100 mL EtOAc
6. washwashed with saturated NaHCO3 solution (50 mL) and saturated NaCL solution (50 mL)
7. dry with materialdried over MgSO4
8. filtrationAfter filtration and evaporation
9. customthe product was purified by flash column chromatography (50% EtOAc/50% Hexane)

ORD record

ord-893ec9ab4eb441ce9754fa0c414363f5

Source dataset

uspto-grants-1992_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05126347