Triethylamine → 7-(3-Methylsulfonylaminophenyl)-1-(4-methyl-1-piperazinyl)-naphthalene

HRID 235132노트

반응식

HRID 235132 반응식
C[Sn](C)(C)[C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:5][CH:4]=1.[CH3:22][S:23]([NH:26][C:27]1[CH:28]=[C:29](Br)[CH:30]=[CH:31][CH:32]=1)(=[O:25])=[O:24].C(N(CC)CC)C.[Cl-].[Li+]>CN(C=O)C.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O.C(OCC)(=O)C>[CH3:22][S:23]([NH:26][C:27]1[CH:28]=[C:29]([C:3]2[CH:12]=[C:11]3[C:6]([CH:7]=[CH:8][CH:9]=[C:10]3[N:13]3[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]3)=[CH:5][CH:4]=2)[CH:30]=[CH:31][CH:32]=1)(=[O:25])=[O:24]

참가 물질

9

반응물 4

HCID 8471TriethylamineHCID 433294Lithium ChlorideHCID 798932N-(3-bromophenyl)methanesulfonamideHCID 221156087-Trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene

생성물 1

HCID 233534947-(3-Methylsulfonylaminophenyl)-1-(4-methyl-1-piperazinyl)-naphthalene수율 35%

시약·촉매·용매 4

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

The title product was prepared following the procedure of example 41 from 7-trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene (0.25 g, 0.67 mmol), 3-methylsulfonylamino-1-bromobenzene (0.18 g, 0.72 mmol), triethylamine (0.45 mL, 3.23 mmol), lithium chloride (0.088 g, 2.07 mmol), and bis (triphenylphosphine) palladium chloride (0.025 g, 0.036 mmol) in DMF (12.5 mL) with a heating time of 1.5 hours. The product was obtained in 35% yield. A sample was obtained by recrystallization from ethyl acetate for analysis: mp 100°-101 ° C. Analysis calculated for C22H25N3O2S·1.5 H2O: C, 62.54; H, 6.68; N, 9.94. Found: C, 62.70; H, 6.46; N, 9.89.

후처리

  1. customwith a heating time of 1.5 hours
  2. customThe product was obtained in 35% yield

출처 및 근거

ORD 기록
ord-f1b3340104194543a7b395969cc8330f
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597826

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