p-Bromobenzenesulfonyl chloride → Methyl 6-(2-(4-bromobenzenesulphonylamino)indan-5-yl)-6-(3-pyridyl)hex-5-enoate

HRID 22113

Reaktionsgleichung

Reaktionsgleichung von HRID 22113
[NH2:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:11]([C:20]3[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=3)=[CH:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:8]=2)[CH2:3]1.[Br:26][C:27]1[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[Br:26][C:27]1[CH:32]=[CH:31][C:30]([S:33]([NH:1][CH:2]2[CH2:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([C:11]([C:20]4[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=4)=[CH:12][CH2:13][CH2:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])[CH:8]=3)[CH2:3]2)(=[O:35])=[O:34])=[CH:29][CH:28]=1

Komponenten

5

Edukt 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 54311386Methyl 6-(2-aminoindan-5-yl)-6-(3-pyridyl)hex-5-enoate

Produkt 1

HCID 53803137Methyl 6-(2-(4-bromobenzenesulphonylamino)indan-5-yl)-6-(3-pyridyl)hex-5-enoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

3.4 g of methyl 6-(2-aminoindan-5-yl)-6-(3-pyridyl)hex-5-enoate is placed in 40 ml of chloroform together with 3.3 g of 4-bromobenzenesulphonic acid chloride and 1.8 g of triethylamine are added in batches at ambient temperature. After 30 minutes the solution is washed with water, dried and rotary evaporated. The yellow oil is then chromatographed over a silica gel column using cyclohexane/ethyl acetate (1:2).

Aufarbeitung

  1. additionare added in batches at ambient temperature
  2. washAfter 30 minutes the solution is washed with water
  3. customdried
  4. customThe yellow oil is then chromatographed over a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-17636f13b32841d99940698ac3d7ea3d
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05426119

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