Trifluoroacetic acid → HCID 178480321, Verbindung

HRID 874077Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 874077
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]1[CH:8]=[C:9]([O:13][CH2:14][CH2:15][NH:16][C:17]([C@H:19]2[CH2:24][CH2:23][C@H:22]([NH:25]C(=O)OC(C)(C)C)[CH2:21][CH2:20]2)=[O:18])[CH:10]=[N:11][CH:12]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:25][C@H:22]1[CH2:21][CH2:20][C@H:19]([C:17]([NH:16][CH2:15][CH2:14][O:13][C:9]2[CH:10]=[N:11][CH:12]=[C:7]([C@@H:3]3[CH2:4][CH2:5][CH2:6][N:2]3[CH3:1])[CH:8]=2)=[O:18])[CH2:24][CH2:23]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 178480322HCID 178480322, Verbindung

Produkt 1

HCID 178480321HCID 178480321, VerbindungAusbeute 62,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of tert-butyl (trans-4-{[2-({5-[(2S)-1-methylpyrrolidin-2-yl]pyridin-3-yl}oxy)ethyl]carbamoyl}cyclohexyl)carbamate (preparation 35) (35 mg, 0.078 mmol) in DCM (3 mL) was treated with trifluoroacetic acid (1 mL). The resulting solution was stirred at ambient temperature overnight, after which time it was concentrated in vacuo. The residue was dissolved in MeOH and applied to an SCX-2 cartridge and eluted with MeOH followed by ammonia in MeOH (2M). The fractions containing product were concentrated in vacuo to give the title compound as an orange gum (17 mg, 62%).

Aufarbeitung

  1. concentrationafter which time it was concentrated in vacuo
  2. dissolutionThe residue was dissolved in MeOH
  3. washeluted with MeOH
  4. additionThe fractions containing product
  5. concentrationwere concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-43326573e13a48cd88f4535dc1f37517
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08980276B2

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