Sodium bis(trimethylsilyl)amide → 4-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

HRID 25789

反応式

HRID 25789 の反応式
C(OC(N1C2C(=CC(C3C=CC=CC=3OC)=CC=2)C(C(O)C)=CC1(C)C)=O)(C)(C)C.[CH3:31][O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]1[CH:40]=[C:41]2[C:46](=[CH:47][CH:48]=1)[NH:45][C:44]([CH3:50])([CH3:49])[CH:43]=[C:42]2[CH:51]([O:53][CH2:54]/[CH:55]=[CH:56]/[CH2:57]C)[CH3:52].C[Si]([N-][Si](C)(C)C)(C)C.[Na+]>C1COCC1.BrCC=CCC>[CH2:54]([O:53][CH:51]([C:42]1[C:41]2[C:46](=[CH:47][CH:48]=[C:39]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=3[O:32][CH3:31])[CH:40]=2)[NH:45][C:44]([CH3:50])([CH3:49])[CH:43]=1)[CH3:52])/[CH:55]=[CH:56]/[CH3:57]

参加物

5

反応物 2

HCID 2724254Sodium bis(trimethylsilyl)amideHCID 691524536-(2-Methoxyphenyl)-2,2-dimethyl-4-{1-[((E)-pent-2-enyl)oxy]ethyl}-1,2-dihydroquinoline 4-(1-Hydroxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester

生成物 1

HCID 103166704-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline収率 92.8%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 1407151-Bromo-pent-2-ene溶媒

実験手順

6-(2-Methoxyphenyl)-2,2-dimethyl-4-{1-[((E)-pent-2-enyl)oxy]ethyl}-1,2-dihydroquinoline 4-(1-Hydroxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester (70 mg) was treated with 220 μL of 1 M solution of sodium bis(trimethylsilyl)amide in THF and 26 μL of 1-bromo-2-pentene to give the alkylated product, which was deprotected to yield 30 mg of the title compound as an oil.

後処理

  1. customto give the alkylated product, which

出典と根拠

ORDレコード
ord-7020842d333c4383854634d84e2c33f4
出典データセット
uspto-grants-2005_02
特許番号
US06858627B2

関連ノート

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