Phenyl chloroformate → HCID 59379980, Verbindung

HRID 2353724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2353724
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[F:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH2:21][C:22]2[CH:27]=[C:26]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]3[CH3:34])[N:25]=[C:24]([C:35]3[CH:41]=[CH:40][C:38]([NH2:39])=[CH:37][CH:36]=3)[N:23]=2)(=[O:20])=[O:19])=[CH:14][CH:13]=1.C(=O)(O)[O-].[Na+]>O1CCOCC1>[F:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH2:21][C:22]2[CH:27]=[C:26]([N:28]3[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]3[CH3:34])[N:25]=[C:24]([C:35]3[CH:36]=[CH:37][C:38]([NH:39][C:2](=[O:3])[O:4][C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)=[CH:40][CH:41]=3)[N:23]=2)(=[O:19])=[O:20])=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 15891Phenyl chloroformateHCID 516892Sodium BicarbonateHCID 59379908HCID 59379908, Verbindung

Produkt 1

HCID 59379980HCID 59379980, VerbindungAusbeute 89,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Phenyl chloroformate (0.474 mL, 3.77 mmol) was added dropwise to 4-[4-[(4-fluorophenyl)sulfonylmethyl]-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]aniline (1.67 g, 3.77 mmol) and sodium bicarbonate (476 mg, 5.66 mmol) in dioxane (20 mL) under nitrogen. The resulting suspension was stirred at RT for 2 hours. The reaction mixture was evaporated to dryness and redissolved in DCM (50 mL) and washed with water (50 mL). The organic layer was dried (MgSO4), filtered and evaporated to give crude product which was triturated with diethyl ether to give the desired product (1.90 g).

Aufarbeitung

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutionredissolved in DCM (50 mL)
  3. washwashed with water (50 mL)
  4. dry with materialThe organic layer was dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated
  7. customto give crude product which
  8. customwas triturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-42fd9251ad5641f2949d0942ac015d71
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750003B2

Notizen zur Reaktion

Wird geladen…