StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Hydrochloric Acid → Jtj4sgm9LN

HRID 78743
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 78743
[ClH:1].[N:2]1([C:11](=[O:34])/[CH:12]=[CH:13]/[C@@H:14]([NH:17][C:18]([C:20]2([NH:26]C(=O)OC(C)(C)C)[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[O:19])[CH2:15][CH3:16])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1>C(O)(C)C>[ClH:1].[NH2:26][C:20]1([C:18]([NH:17][C@@H:14]([CH2:15][CH3:16])/[CH:13]=[CH:12]/[C:11]([N:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3]2)=[O:34])=[O:19])[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 86704316(S,E)-tert-butyl (4-((6-(indolin-1-yl)-6-oxohex-4-en-3-yl)carbamoyl)tetrahydro-2H-pyran-4-yl)carbamate

Produkt 1

HCID 74766536Jtj4sgm9LNAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A solution of concentrated aq. HCl (0.23 mL, 2.76 mmol) was added to a solution of 1,1-dimethylethyl [4-({[(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-ethyl-4-oxo-2-buten-1-yl]amino}carbonyl)tetrahydro-2H-pyran-4-yl]carbamate (251 mg, 0.549 mmol) in isopropanol (2.5 mL). The reaction flask was fitted with an air condenser, and the reaction mixture was heated to 65° C. (bath temp) for 1 h 45 min. The solvent was evaporated under reduced pressure. Water (5 mL) was added to the residue, and the mixture was concentrated under reduced pressure at 65° C. Water (2 mL) was added to the residue, and the mixture was lyophilized, giving 193.3 mg (89%) of the title compound. LC-MS m/z 358 (M+H)+, 0.68 (ret time). 1H NMR (400 MHz, METHANOL-d4) δ ppm 8.14 (br. s., 1H); 7.25 (d, J=7.03 Hz, 1H); 7.18 (t, J=7.53 Hz, 1H); 7.02-7.09 (m, 1H); 6.83 (dd, J=15.18, 6.65 Hz, 1H); 6.49 (d, J=14.8 Hz, 1H); 4.56 (d, J=7.28 Hz, 1H); 4.22 (br. s., 2H); 3.95 (d, J=7.53 Hz, 1H); 3.88-3.94 (m, 1H); 3.71-3.78 (m, 2H); 3.23 (br. s., 2H); 2.39-2.46 (m, 2H); 1.79-1.86 (m, 2H); 1.75 (s, 1H); 1.72 (d, J=8.28 Hz, 1H); 1.00 (t, J=7.40 Hz, 3H).

Aufarbeitung

  1. customThe reaction flask was fitted with an air condenser
  2. customThe solvent was evaporated under reduced pressure
  3. additionWater (5 mL) was added to the residue
  4. concentrationthe mixture was concentrated under reduced pressure at 65° C
  5. additionWater (2 mL) was added to the residue

Quellen und Nachweise

ORD-Eintrag
ord-3be792d50a714983baa12021848093c1
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08841463B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion