Hydrazine hydrate (1:1) → 4-(3-Bromo-4-fluoro-benzyl)-5,6,7,8-tetrahydro-2H-phthalazin-1-one

HRID 1012953노트

반응식

HRID 1012953 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[F:19])[CH:5]=[C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8](=O)[O:7]1.O.[NH2:21][NH2:22]>O>[Br:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[F:19])[CH2:5][C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8](=[O:7])[NH:22][N:21]=1

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 675241363-(3-Bromo-4-fluoro-benzylidene)-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one

생성물 1

HCID 598429094-(3-Bromo-4-fluoro-benzyl)-5,6,7,8-tetrahydro-2H-phthalazin-1-one

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
85 °C

실험 절차

To 3-(3-bromo-4-fluoro-benzylidene)-4,5,6,7-tetrahydro-3H-isobenzofuran-1-one (8) (cis l trans mixture) (20.78 g, 64.3 mmol) suspended in water (150 ml) was added hydrazine hydrate (12.5 ml, 257.2 mmol). The reaction was heated to 85° C. for 18 hours and then cooled to room temperature. A beige suspension was isolated by filtration and washed with water (1×50 ml), hexane (1×50 ml), and ether (1×25 ml) before being dried overnight in a vacuum oven. Main peak in LC-MS, (19.1 g, 91% purity) and required no further purification; m/z (LC-MS, ESP), RT=3.92 mins (M+H 337 & 339).

후처리

  1. temperaturecooled to room temperature
  2. customA beige suspension was isolated by filtration
  3. washwashed with water (1×50 ml), hexane (1×50 ml), and ether (1×25 ml)
  4. custombefore being dried overnight in a vacuum oven
  5. customno further purification

출처 및 근거

ORD 기록
ord-a3cd316bb12449bea607a2a5f5d71944
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981890B2

반응 노트

불러오는 중…