Cyclohexane, (bromomethyl)- → 4-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline

HRID 25788

반응식

HRID 25788 반응식
C(OC(N1C2C(=CC(C3C=CC=CC=3OC)=CC=2)C(C(O)C)=CC1(C)C)=O)(C)(C)C.[CH:31]1([CH2:37][O:38][CH:39]([C:41]2[C:50]3[C:45](=[CH:46][CH:47]=[C:48]([C:51]4[CH:56]=[CH:55][CH:54]=[CH:53][C:52]=4[O:57][CH3:58])[CH:49]=3)[NH:44][C:43]([CH3:60])([CH3:59])[CH:42]=2)[CH3:40])CCC[CH2:33][CH2:32]1.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].C1(CBr)CCCCC1>C1COCC1>[CH2:37]([O:38][CH:39]([C:41]1[C:50]2[C:45](=[CH:46][CH:47]=[C:48]([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][C:52]=3[O:57][CH3:58])[CH:49]=2)[NH:44][C:43]([CH3:60])([CH3:59])[CH:42]=1)[CH3:40])/[CH:31]=[CH:32]/[CH3:33]

참가 물질

5

반응물 3

HCID 137636Cyclohexane, (bromomethyl)-HCID 2724254Sodium bis(trimethylsilyl)amideHCID 691907714-(1-Cyclohexylmethoxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline 4-(1-Hydroxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-2H-quinoline-1-carboxylic acid tert-butyl ester

생성물 1

HCID 103166704-{1-[(2E)-but-2-en-1-yloxy]ethyl}-6-(2-methoxyphenyl)-2,2-dimethyl-1,2-dihydroquinoline수율 25.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-(1-Cyclohexylmethoxyethyl)-6-(2-methoxyphenyl)-2,2-dimethyl-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 255 μL of 1 M solution of sodium bis(trimethylsilyl)amide in THF and 45 mg of cyclohexylmethyl bromide to give the alkylated product, which was deprotected to yield 8 mg of the title compound as an oil.

후처리

  1. customto give the alkylated product, which

출처 및 근거

ORD 기록
ord-44529c863784495ba0268ab73cd417bc
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06858627B2

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