1-Methylpiperazine → 8-(4-Methyl-piperazin-1-yl)-3phenylsulfonylquinoline

HRID 271139

반응식

HRID 271139 반응식
I[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:14])=[O:13])=[CH:7]2.[CH3:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.CC(C)([O-])C.[Na+]>C1(P[C-]2C=CC=C2)C=CC=CC=1.[C-]1(PC2C=CC=CC=2)C=CC=C1.[Fe+2]>[CH3:21][N:22]1[CH2:27][CH2:26][N:25]([C:2]2[CH:3]=[CH:4][CH:5]=[C:6]3[C:11]=2[N:10]=[CH:9][C:8]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])=[CH:7]3)[CH2:24][CH2:23]1

참가 물질

5

반응물 3

HCID 531671-MethylpiperazineHCID 114067748-Iodo-3-(phenylsulfonyl)quinolineHCID 23676156Sodium t-butoxide

생성물 1

HCID 99291628-(4-Methyl-piperazin-1-yl)-3phenylsulfonylquinoline

시약·촉매·용매 1

HCID 133083342Bis(cyclopenta-2,4-dien-1-yl(phenyl)phosphane);iron(2+)촉매

반응 조건

온도
40 °C

실험 절차

8-Iodo-3-phenylsulfonyl-quinoline (D6) (190 mg, 0.48 mmol), N-methyl-piperazine (48 mg, 0.48 mmol), sodium tertbutoxide (65 mg, 0.68 mmol), di-palladium tetrakis-(dibenzylidine acetone) [Pd2(dba)3] (88 mg, 0.1 mmol) and 1,1′-diphenylphosphino ferrocene (161 mg, 0.3 mmol) were suspended in degassed dry dioxan (2 ml). The mixture was stirred under argon at 40° C. for 16 hours. The solvent was removed and the residue subjected to flash chromatography on silica gel (eluting with dichloromethane—methanol aq. ammonia) to give the title compound (E1), identical spectroscopically to that prepared by the earlier methods.

후처리

  1. customin degassed dry dioxan (2 ml)
  2. customThe solvent was removed

출처 및 근거

ORD 기록
ord-c336f4147dc6407d896f11bf4a407ad4
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452888B2

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