1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chloride → (4-tert-butyl-3-fluorophenoxy)-N-((1R)-1-{3-methyl-4-[(methylsulfonyl)amino]phenyl}ethyl)acetamide

HRID 1350848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1350848
[C:1]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([OH:13])=O)=[CH:7][C:6]=1[F:16])([CH3:4])([CH3:3])[CH3:2].[Cl-].ClC1N(C)CC[NH+]1C.Cl.[NH2:27][C@@H:28]([C:30]1[CH:35]=[CH:34][C:33]([NH:36][S:37]([CH3:40])(=[O:39])=[O:38])=[C:32]([CH3:41])[CH:31]=1)[CH3:29]>C(N(CC)CC)C>[C:1]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([NH:27][C@@H:28]([C:30]2[CH:35]=[CH:34][C:33]([NH:36][S:37]([CH3:40])(=[O:39])=[O:38])=[C:32]([CH3:41])[CH:31]=2)[CH3:29])=[O:13])=[CH:7][C:6]=1[F:16])([CH3:2])([CH3:3])[CH3:4]

Komponenten

5

Edukt 3

HCID 109867151H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 21097504(4-tert-Butyl-3-fluorophenoxy)acetic acidHCID 21097519N-{4-[(1R)-1-aminoethyl]-2-methylphenyl)methanesulfonamide hydrochloride

Produkt 1

HCID 11590204(4-tert-butyl-3-fluorophenoxy)-N-((1R)-1-{3-methyl-4-[(methylsulfonyl)amino]phenyl}ethyl)acetamideAusbeute 44 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

(4-tert-Butyl-3-fluorophenoxy) acetic acid (153 mg, 0.68 mmol), 2-chloro-1,3-dimethylimidazolinium chloride (CDI) (110 mg, 0.68 mmol), triethylamine (0.5 ml) and N-{4-[(1R)-1-aminoethyl]-2-methylphenyl}methanesulfonamide hydrochloride (180 mg, 0.68 mmol) were mixed in the same procedure described in Example 2(b) to give 129 mg (44% yield) of the title compound as a white solid.

Quellen und Nachweise

ORD-Eintrag
ord-7f72634798ab4ae1b9943a209c7eb766
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214824B2

Notizen zur Reaktion

Wird geladen…