Trifluoroacetic acid → HCID 178480319, Verbindung

HRID 874075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 874075
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[C:7]1[CH:8]=[C:9]([CH2:13][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][CH2:13][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 178480320HCID 178480320, Verbindung

Produkt 1

HCID 178480319HCID 178480319, VerbindungAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of tert-butyl {trans-4-[(3-{5-[(2S)-1-methylpyrrolidin-2-yl]pyridin-3-yl}propyl)carbamoyl]cyclohexyl}carbamate (preparation 13) (130 mg, 0.29 mmol) in DCM (3 mL) was treated with trifluoroacetic acid (1 mL). The resulting solution was stirred at ambient temperature for 2 hours 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 a colourless gum (98 mg, 97%).

Aufarbeitung

  1. concentrationwas 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-edde4b061cfc45139e4ea5e071c36f3f
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08980276B2

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