Trifluoroacetic acid → HCID 86698615, Verbindung

HRID 338268Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 338268
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:20]=[C:21]4[C:25](=[CH:26][C:27]=3[Cl:28])[NH:24][CH:23]=[C:22]4[C:29]([OH:31])=[O:30])=[CH:15][CH:14]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[Cl:28][C:27]1[CH:26]=[C:25]2[C:21]([C:22]([C:29]([OH:31])=[O:30])=[CH:23][NH:24]2)=[CH:20][C:19]=1[C:16]1[CH:15]=[CH:14][C:13]([CH:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)=[CH:18][CH:17]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86698614HCID 86698614, Verbindung

Produkt 1

HCID 86698615HCID 86698615, VerbindungAusbeute 129,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a mixture of 5-{4-[1-(tert-butoxycarbonyl)pyrrolidin-3-yl]phenyl}-6-chloro-1H-indole-3-carboxylic acid (15 mg, 0.0341 mmol) in dichloromethane (2 mL) was added TFA (0.213 g, 1.87 mmol) and the resulting mixture was stirred for 45 min at room temperature. The reaction mixture was concentrated in vacuo to give 6-chloro-5-[4-(pyrrolidin-3-yl)phenyl]-1H-indole-3-carboxylic acid (15 mg) as an off-white solid. MS (ES+) 341.0 (M+H)+. 1H NMR (400 MHz, DMSO-d6) δ 11.99 (br, 1H), 8.92 (br, 1H), 8.09 (d, 1H), 7.94 (s, 1H), 7.65 (s, 1H), 7.43 (m, 4H), 3.70 (m, 1H), 3.50 (m, 4H), 3.17 (m, 1H), 2.04 (m, 1H).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d5c0d298ab1e4cadbbf28fe53e3edbf8
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889730B2

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