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

HRID 1010596

반응식

HRID 1010596 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-cb8a158fdfb545d283911a1407f4a76b
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977337B2

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