1-Acetoxy-2-bromoethane → 6-{2-{2-Hydroxyethyl{2-[4-(2-piperidin-1-ylethoxy)phenyl]ethyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2424216Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2424216
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:18][CH2:17][C:16]3[CH:15]=[C:14]([O:19]C(=O)C(C)(C)C)[CH:13]=[CH:12][C:11]=3[CH2:10]2)=[C:5]([NH:26][C:27](=O)[CH2:28][C:29]2[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][N:38]3[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]3)=[CH:31][CH:30]=2)[CH:4]=1.[H-].[Na+].[C:47](OCCBr)(=[O:49])[CH3:48].[Cl-].[NH4+]>O1CCCC1>[OH:49][CH2:47][CH2:48][N:26]([CH2:27][CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][N:38]2[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]2)=[CH:31][CH:30]=1)[C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[CH:9]1[CH2:10][CH2:11][C:16]2[CH:15]=[C:14]([OH:19])[CH:13]=[CH:12][C:17]=2[CH2:18]1

Komponenten

6

Edukt 4

HCID 135641-Acetoxy-2-bromoethaneHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 57933831Pivalic acid 6-{4-methoxy-2-{2-[4-(2-piperidin-1-ylethoxy)phenyl]acetylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Produkt 1

HCID 579341336-{2-{2-Hydroxyethyl{2-[4-(2-piperidin-1-ylethoxy)phenyl]ethyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of pivalic acid 6-{4-methoxy-2-{2-[4-(2-piperidin-1-ylethoxy)phenyl]acetylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (30 mg) in tetrahydrofuran (1 ml) was added 60% sodium hydride (2.2 mg), the solution was stirred for 30 minutes at room temperature, then bromoethyl acetate (6.1 μl) was added thereto followed by stirring for 1 hour. To the reaction solution was added a saturated aqueous solution of ammonium chloride, the solution was extracted with chloroform, and concentrated in vacuo. The residue was subjected to the synthetic method of Example 337 described above to provide the title compound (14 mg).

Aufarbeitung

  1. stirringby stirring for 1 hour
  2. extractionthe solution was extracted with chloroform
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5923ee5cbcd145e6b17dc389cab123f6
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960412B2

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