3-Bromobenzoic acid → HCID 58386659, Verbindung

HRID 74605

Reaktionsgleichung

Reaktionsgleichung von HRID 74605
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=O.[F:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH2:16][CH2:15]2.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:5]([N:17]2[C:18]3[C:14](=[CH:13][C:12]([F:11])=[CH:20][CH:19]=3)[CH2:15][CH2:16]2)=[O:7])[CH:8]=[CH:9][CH:10]=1

Komponenten

5

Edukt 3

HCID 114563-Bromobenzoic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27744635-Fluoroindoline

Produkt 1

HCID 58386659HCID 58386659, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

0.40 g (2.0 mmol) 3-bromobenzoic acid and 0.28 g (2.0 mmol) 5-fluoro-2,3-dihydro-1H-indole in 0.55 mL (4.0 mmol) TEA and 10 mL DCM were combined with 0.64 mg (2.0 mmol) TBTU and stirred overnight at RT. The reaction mixture was extracted with saturated sodium hydrogen carbonate solution and DCM. The combined organic phases were dried on sodium sulphate, filtered and evaporated down. The residue was suspended in MeOH, suction filtered and dried.

Aufarbeitung

  1. extractionThe reaction mixture was extracted with saturated sodium hydrogen carbonate solution and DCM
  2. customThe combined organic phases were dried on sodium sulphate
  3. filtrationfiltered
  4. customevaporated down
  5. filtrationsuction filtered
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-aeea0957623645d79d3c0b98b15ffdd9
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829006B2

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