Tetrahydrofuran → 2-(benzyloxy)-4-(3,4-difluoro-1H-pyrrol-1-yl)aniline

HRID 1528057노트

반응식

HRID 1528057 반응식
C1COCC1.[CH2:6]([O:13][C:14]1[CH:15]=[C:16]([N:23]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24]2)[CH:17]=[CH:18][C:19]=1[N+:20]([O-])=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>[Zn].C(O)(=O)C>[CH2:6]([O:13][C:14]1[CH:15]=[C:16]([N:23]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24]2)[CH:17]=[CH:18][C:19]=1[NH2:20])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

참가 물질

5

반응물 2

HCID 8028Tetrahydrofuran2회HCID 712722201-[3-(benzyloxy)-4-nitrophenyl]-3,4-difluoro-1H-pyrrole

생성물 1

HCID 866865492-(benzyloxy)-4-(3,4-difluoro-1H-pyrrol-1-yl)aniline수율 97.2%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매2회

반응 조건

온도
0 °C

실험 절차

To a mixture of zinc (33.7 g), THF (40 mL) and acetic acid (80 mL) was added dropwise a mixture of 1-[3-(benzyloxy)-4-nitrophenyl]-3,4-difluoro-1H-pyrrole (8.52 g), THF (80 mL) and acetic acid (40 mL) at 0° C., and the mixture was stirred at 0° C. for 15 min. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized from hexane/ethyl acetate to give the title compound (7.53 g).

후처리

  1. additionwas added dropwise
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate)
  5. customrecrystallized from hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-fd6d4008a0b54f8199876b4b1ae94bc0
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090586B2

반응 노트

불러오는 중…