Sulfuryl chloride → (R)-N-(4-(5-(3 cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)-2-hydroxyacetamide

HRID 1809505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1809505
[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:19]=3[CH2:20][CH2:21][C@H:22]4[NH:27][C@H:28](C)[C:29]([O:31]C)=O)[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2].[C@@H]1(N)C2C(=CC=CC=2)CC1.S(Cl)(Cl)(=O)=[O:45]>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:19]=3[CH2:20][CH2:21][C@H:22]4[NH:27][C:28](=[O:45])[CH2:29][OH:31])[N:14]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:11])[CH3:12])#[N:2]

Komponenten

5

Edukt 3

HCID 24648Sulfuryl chlorideHCID 70000841-Aminoindane, (S)-HCID 67196373(R)-methyl 2-(((R)-4-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)amino)propanoate

Produkt 1

HCID 58344902(R)-N-(4-(5-(3 cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-inden-1-yl)-2-hydroxyacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (R)- or (S)-indane amine (1 eq) in DCM (0.05M) was added TEA (2 eq) and the appropriate sulfonyl chloride (2 eq.) at room temperature. The reaction mixture was stirred at room temperature for 18 h. The solvent was evaporated and the pure product isolated after preparative HPLC purification.

Aufarbeitung

  1. customat room temperature
  2. customThe solvent was evaporated
  3. customthe pure product isolated
  4. customafter preparative HPLC purification

Quellen und Nachweise

ORD-Eintrag
ord-db3529f42d37472e9c7798b2f0500903
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362048B2

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