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Ammonia → Pivalic acid 6-{2-{[4-(2-amino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

HRID 1950183
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1950183
C(OC([NH:8][C:9]([CH3:48])([CH3:47])[CH2:10][O:11][C:12]1[CH:46]=[CH:45][C:15]([CH2:16][CH2:17][CH2:18][NH:19][C:20]2[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:21]=2[CH:28]2[CH2:37][CH2:36][C:35]3[CH:34]=[C:33]([O:38][C:39](=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41])[CH:32]=[CH:31][C:30]=3[CH2:29]2)=[CH:14][CH:13]=1)=O)(C)(C)C.FC(F)(F)C(O)=O.O1CCCC1.N>ClCCl>[NH2:8][C:9]([CH3:48])([CH3:47])[CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][CH2:17][CH2:18][NH:19][C:20]2[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:21]=2[CH:28]2[CH2:37][CH2:36][C:35]3[CH:34]=[C:33]([O:38][C:39](=[O:44])[C:40]([CH3:41])([CH3:42])[CH3:43])[CH:32]=[CH:31][C:30]=3[CH2:29]2)=[CH:45][CH:46]=1
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Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 6422Trifluoroacetic acidHCID 8028TetrahydrofuranHCID 66627582Pivalic acid 6-{2-{[4-(2-tert-butoxycarbonylamino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Produkt 1

HCID 66627097Pivalic acid 6-{2-{[4-(2-amino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester
Ausbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of pivalic acid 6-{2-{[4-(2-tert-butoxycarbonylamino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (90 mg) in dichloromethane (1.5 ml) was added trifluoroacetic acid (0.2 ml), and the solution was stirred for 1.5 hours at room temperature. The solution was neutralized by sequentially adding tetrahydrofuran and aqueous ammonia, extracted with ethyl acetate, then sequentially washed with water and brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated in vacuo. The residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (72 mg).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washsequentially washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated in vacuo
  5. customThe residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system)

Quellen und Nachweise

ORD-Eintrag
ord-5dbdbdf5d8194ffba1180bc4789adda2
Quelldatensatz
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08399520B2

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