Trifluoroacetic acid → 4-Chloro-1H-pyrazolo[3,4-b]pyridine

HRID 1774708노트

반응식

HRID 1774708 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8](CC3C=CC(OC)=CC=3)[N:9]=[CH:10][C:3]=12.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12

참가 물질

3

반응물 2

HCID 6422Trifluoroacetic acidHCID 593985764-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine

생성물 1

HCID 3100454-Chloro-1H-pyrazolo[3,4-b]pyridine

실험 절차

4-Chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine (5) 19 g (69.4 mmol) in neat TFA (30 mL, 389 mmol) was stirred at 80° C. for 4 hr. The resulting RM was concentrated and MeOH was added and the obtained precipitate was filtered and washed with MeOH. The crude solid was treated with EtOAc, saturated NaHCO3 and dried over Na2SO4, to yield the desired product as a half white solid. 1H NMR (400 MHz, CDCl3): δ 13.23 (br s, 1H), 8.52 (d, J=5.1 Hz, 1H), 8.10 (s, 1H), 7.32 (m, 1H).

후처리

  1. concentrationThe resulting RM was concentrated
  2. additionMeOH was added
  3. filtrationthe obtained precipitate was filtered
  4. washwashed with MeOH
  5. additionThe crude solid was treated with EtOAc, saturated NaHCO3
  6. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-9d48a8a26da34e98a568ed758723785f
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260426B2

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