반응 #70159

반응 방정식

4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-6-methyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione

ammonium hydroxide

→

4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione

반응 조건

후처리

1. 1
   온도a vigorous reflux for 30 min
2. 2
   농축concentrated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 1:1 acetic acid/acetic anhydride (20 mL)
4. 4
   농축concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolve in EtOAc
6. 6
   기타to afford 176 mg (92%) of Ex 4-Step 1 product as a white solid which
7. 7
   기타was used without further purification

실험 절차

4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-6-methyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione (intermediate from Example 1, step 5, 190 mg, 0.588 mmol) and 28-30% aqueous ammonium hydroxide (4 mL) were heated to a vigorous reflux for 30 min and then concentrated. The residue was dissolved in 1:1 acetic acid/acetic anhydride (20 mL) and heated at 120° C. for 2 hr and concentrated. The residue was dissolve in EtOAc and run through a short silica gel plug to afford 176 mg (92%) of Ex 4-Step 1 product as a white solid which was used without further purification: LCMS m/z 323.1 (M+1); 1H NMR (400 MHz, CDCl3) δ 8.63 (d, J=5.2, 1H), 8.15 (s, 1H), 7.37 (dd, J=8.8, 5.5, 2H), 7.17 (d, J=5; 3, 1H), 7.04 (dd, J=8.6, 8.6, 2H), 4.01 (s, 3H).

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