تفاعل #79084

معادلة التفاعل

[R]-1-phenylethylamine

7-amino-4-methylthiopyrido[4,3-d]pyrimidine

water

→

7-amino-4-([R]-1-phenylethylamino)pyrido[4,3-d]pyrimidine

المردود 10.9%

المذيبات

CHCl3

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction is then cooled to room temperature
2. 2
   أخرىproducing a precipitate
3. 3
   أخرىsonicated
4. 4
   ترشيحfiltered
5. 5
   أخرىThe phases are separated
6. 6
   استخلاصthe aqueous phase is extracted with CHCl3
7. 7
   غسيلThe combined extracts are washed with water, saturated brine
8. 8
   تجفيفdried (MgSO4)
9. 9
   أخرىThe solvent is removed under reduced pressure
10. 10
    أخرىthe residue purified
11. 11
    أخرىtlc (5% MeOH/CHCl3) and recrystallization from CHCl3

الإجراء التجريبي

A mixture of [R]-1-phenylethylamine (0.072 mL, 0.55 mmol) and 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (97 mg, 0.5 mmol) (described in a previous experimental) is heated at 180° C. under N2 for 1.5 hr. The reaction is then cooled to room temperature producing a precipitate. The mixture is added to water and CHCl3, sonicated and filtered. The phases are separated and the aqueous phase is extracted with CHCl3. The combined extracts are washed with water, saturated brine and dried (MgSO4). The solvent is removed under reduced pressure and the residue purified by using preparative tlc (5% MeOH/CHCl3) and recrystallization from CHCl3 to give 7-amino-4-([R]-1-phenylethylamino)pyrido[4,3-d]pyrimidine (14.5 mg, 11), mp 231.8-232.1° C. 1H NMR (DMSO) δ 9.23 (1H, s), 8.50 (1H, d, J=8.0 Hz), 8.19 (1H, s), 7.41 (2H, d, J=7.0 Hz), 7.31 (2H, t, J=8.0 Hz, 7.21 (1H, tt, J=7.4, 1.2 Hz), 6.45 (2H, s), 6.33 (1H, s), 5.56 (1H, p, J=7.2 Hz), 1.55 (3H, d, J=7.0 Hz).

المصدر