تفاعل #3542

معادلة التفاعل

4-Amino-2-phenylamino-pyrimidine-5-carbonitrile

formic acid

→

title compound

4-Amino-2-phenylamino-pyrimidine-5-carboxaldehyde

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe reaction was filtered
2. 2
   تركيزthe filtrate was concentrated in vacuo
3. 3
   استخلاصextracted with ethyl acetate three times
4. 4
   ترشيحThe aqueous layer was filtered through a fiberglass
5. 5
   ترشيحfilter
6. 6
   workup.ADDITIONto disperse the emulsion that
7. 7
   غسيلThe aqueous filtrate was washed with ethyl acetate
8. 8
   ترشيحfiltered
9. 9
   غسيلwashed with saturated sodium chloride
10. 10
    تجفيفdried with magnesium sulfate
11. 11
    تركيزconcentrated in vacuo
12. 12
    غسيلChromatography down silica gel, eluting with ethyl acetate:hexane (2:1)

الإجراء التجريبي

4-Amino-2-phenylamino-pyrimidine-5-carbonitrile (2.00 g) obtained from Example 71 was combined with wet Raney nickel (2.00 g), 98% formic acid (60 mL) and water (40 mL) in a Parr shaker. The reaction was placed under hydrogen (42 psi) and shaken for 20 minutes. The reaction was filtered, and the filtrate was concentrated in vacuo. The residue was suspended in water, made basic with saturated sodium bicarbonate, and extracted with ethyl acetate three times. The aqueous layer was filtered through a fiberglass filter to disperse the emulsion that was present. The aqueous filtrate was washed with ethyl acetate. The ethyl acetate washes were combined, filtered, washed with saturated sodium chloride, dried with magnesium sulfate and concentrated in vacuo. Chromatography down silica gel, eluting with ethyl acetate:hexane (2:1) gave 0.73 g of the title compound, CIMS (1% NH3 in CH4): 243=M+ +C2H5, 215=M+ +H (Base), 214=M+.

المصدر