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Ammonia → 6-{2-{[4-(2-Dimethylamino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950184
ノート
印刷プレビュー

反応式

HRID 1950184 の反応式
C(NC1C=C(OC)C=CC=1C1CCC2C=C(OC(=O)C(C)(C)C)C=CC=2C1)C.CN(C)C(C)(C)COC1C=CC(C=O)=CC=1.[CH3:45][N:46]([CH3:87])[C:47]([CH3:86])([CH3:85])[CH2:48][O:49][C:50]1[CH:84]=[CH:83][C:53]([CH2:54][CH2:55][CH2:56][NH:57][C:58]2[CH:63]=[C:62]([O:64][CH3:65])[CH:61]=[CH:60][C:59]=2[CH:66]2[CH2:75][CH2:74][C:73]3[CH:72]=[C:71]([O:76]C(=O)C(C)(C)C)[CH:70]=[CH:69][C:68]=3[CH2:67]2)=[CH:52][CH:51]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].N>O1CCCC1>[CH3:87][N:46]([CH3:45])[C:47]([CH3:85])([CH3:86])[CH2:48][O:49][C:50]1[CH:51]=[CH:52][C:53]([CH2:54][CH2:55][CH2:56][NH:57][C:58]2[CH:63]=[C:62]([O:64][CH3:65])[CH:61]=[CH:60][C:59]=2[CH:66]2[CH2:75][CH2:74][C:73]3[CH:72]=[C:71]([OH:76])[CH:70]=[CH:69][C:68]=3[CH2:67]2)=[CH:83][CH:84]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 222AmmoniaHCID 21226445Aluminium lithium hydrideHCID 230872454-(2-Dimethylamino-2-methylpropoxy)benzaldehydeHCID 579340956-(2-(Ethylamino)-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl pivalateHCID 66626509Pivalic acid 6-{2-{[4-(2-dimethylamino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

生成物 1

HCID 66627662
6-{2-{[4-(2-Dimethylamino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol
収率 72%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Synthesized from pivalic acid 6-(2-ethylamino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester and 4-(2-dimethylamino-2-methylpropoxy)benzaldehyde according to an analogous synthetic method to Example 212, to a solution of the resulting pivalic acid 6-{2-{[4-(2-dimethylamino-2-methylpropoxy)benzyl]ethylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (73 mg) in tetrahydrofuran (1.5 ml) was added lithium aluminum hydride (20 mg), and the solution was stirred for 1.5 hours at room temperature. Tetrahydrofuran and aqueous ammonia were sequentially added thereto followed by stirring. The solution was then filtered through celite pad, the resulting residue was purified by NH silica gel column chromatography (ethyl acetate-methanol system) to provide the title compound (45 mg).

後処理

  1. stirringby stirring
  2. filtrationThe solution was then filtered through celite pad
  3. customthe resulting residue was purified by NH silica gel column chromatography (ethyl acetate-methanol system)

出典と根拠

ORDレコード
ord-68f498d1844f49cf8c7b98472ce55053
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08399520B2

反応ノート

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