Dichloromethane → HCID 131733089, Verbindung

HRID 1518998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1518998
Cl[C:2]1[CH:13]=[CH:12][C:5]([C:6]([NH:8][CH:9]([CH3:11])[CH3:10])=[O:7])=[C:4]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:3]=1.C(N(C(C)C)CC)(C)C.[CH3:31][N:32]1[C:36]([S:37](Cl)(=[O:39])=[O:38])=[CH:35][CH:34]=[N:33]1.[Cl:41]CCl>O>[Cl:41][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][N:14]([C:4]2[CH:3]=[CH:2][CH:13]=[CH:12][C:5]=2[C:6]([NH:8][CH:9]([CH3:11])[CH3:10])=[O:7])[S:37]([C:36]2[N:32]([CH3:31])[N:33]=[CH:34][CH:35]=2)(=[O:39])=[O:38])=[CH:17][CH:18]=1

Komponenten

6

Edukt 4

HCID 6344Dichloromethane2×HCID 81531DiisopropylethylamineHCID 224726211-Methyl-1H-pyrazole-5-sulfonyl chlorideHCID 131733090HCID 131733090, Verbindung

Produkt 1

HCID 131733089HCID 131733089, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

3-(4-Chloro-benzylamino-N-isopropyl-benzamide (30 mg, 0.1 mmol), diisopropylethylamine (35 μL, 0.2 mmol) and 1-methyl-1H-pyrazole-5-sulfonyl chloride (36 mg, 0.2 mmol) were stirred in dry dichloromethane (2 ml) at room temperature for 72 hrs. The reaction was diluted with dichloromethane (5 ml) and water (5 ml) with stirring. The organics were collected, dried (PTFE frit) and concentrated in vacuo. The residue was purified by preparative TLC (10% ethyl acetate/dichloromethane) to yield the product as an off-white solid (11.9 mg). HPLC retention time 8.04 min. Mass spectrum (ES+) m/z 44 (M+H).

Aufarbeitung

  1. customThe organics were collected
  2. dry with materialdried (PTFE frit)
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by preparative TLC (10% ethyl acetate/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-b3110d3a783e46479a3502e47ca751a4
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073834B2

Notizen zur Reaktion

Wird geladen…