7-Fluoro-2,3,4,9-tetrahydro-1H-beta-carboline → 7-fluoro-9H-beta-carboline

HRID 552173

반응식

HRID 552173 반응식
[F:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH2:7][CH2:8][NH:9][CH2:10][C:11]=3[NH:12]2)=[CH:4][CH:3]=1>[Pd]>[F:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][N:9]=[CH:10][C:11]=3[NH:12]2)=[CH:4][CH:3]=1

참가 물질

3

반응물 1

HCID 150775507-Fluoro-2,3,4,9-tetrahydro-1H-beta-carboline

생성물 1

HCID 221852527-fluoro-9H-beta-carboline수율 88%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

7-fluoro-2,3,4,9-tetrahydro-1H-β-carboline (3.5 g, 18.42 mmol) was suspended in xylenes (60 ml) in a 250 ml round-bottom flask equipped with a condenser that was open to the atmosphere, and heated. To this hot reaction mixture was added Pd/C (10 wt %, 0.2 eq, 700 mg) and the mixture refluxed in xylenes overnight (12-14 hours). The solution was then filtered through a pad of celite and the collected filtrate was then evaporated on a rotary evaporator to give the desired product as a brown/tan solid (3.0 g, 88% yield). 1H-NMR (300 MHz, DMSO-d6): δ 7.10 (m, 1H), 7.37 (dd, 1H), 8.10 (d, 1H), 8.28 (dd, 1H), 8.35 (dd, 1H), 8.89 (s, 1H), 11.74 (s, 1H). Retention Time (LC, method: ammonium acetate standard): 1.88 min. MS (M+H+): 187.1.

후처리

  1. customequipped with a condenser that
  2. temperatureheated
  3. filtrationThe solution was then filtered through a pad of celite
  4. customthe collected filtrate was then evaporated on a rotary evaporator

출처 및 근거

ORD 기록
ord-274dc59c628448ff8b16c4317bea046c
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951801B2

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