تفاعل #959133

معادلة التفاعل

5-Nitro-2-{4-[4-(4-tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-piperidin-1-yl}-pyrimidine

ammonium chloride

→

expected product

2-{4-[4-(4-Tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-piperidin-1-yl}-pyrimidin-5-ylamine

المذيبات

EtOH THF H2O

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe hot reaction mixture was filtered through a pad of celite
2. 2
   تركيزthe filtrate was concentrated
3. 3
   workup.DISSOLUTIONThe resulting oil was dissolved in DMF
4. 4
   استخلاصwater and extracted with ethylacetate
5. 5
   غسيلThe organic layer was washed with water, brine
6. 6
   تجفيفdried over sodium sulfate
7. 7
   تركيزThe resulting filtrate was concentrated under reduced pressure
8. 8
   أخرىPurification

الإجراء التجريبي

5-Nitro-2-{4-[4-(4-tetrazol-1-yl-phenoxymethyl)-thiazol-2-yl]-piperidin-1-yl}-pyrimidine (Example 192) (1.07 mmol), ammonium chloride (3 eq.) and iron powdcr (3 eq.) were suspended in EtOH:THF:H2O (40:20:10) and heated at 100° C. for 5 hours. The hot reaction mixture was filtered through a pad of celite and the filtrate was concentrated. The resulting oil was dissolved in DMF and water and extracted with ethylacetate. The organic layer was washed with water, brine and dried over sodium sulfate. The resulting filtrate was concentrated under reduced pressure. Purification using silica gel chromatography (DCM/MeOH 98:2) provided the expected product. 1H NMR (DMSO-d6): δ 9.96 (1H, s), 7.97 (2H, m), 7.90 (2H, m), 7.63 (1H, s), 5.19 (2H, s), 4.44 (2H, m), 3.73 (1H, m), 2.97 (2H, m), 2.20 (2H, m), 1.95 (2H, m).

المصدر