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Methyl iodide → 2-{2-[7-Chloro-3-(3,5-dimethylphenyl)-6-(4-methyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid 2-trimethylsilanylethyl ester

HRID 1858078
ノート
印刷プレビュー

反応式

HRID 1858078 の反応式
[CH3:1][Si:2]([CH3:44])([CH3:43])[CH2:3][CH2:4][O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:33])=[C:24]([N:27]3[C:31](=[O:32])[NH:30][N:29]=[N:28]3)[CH:25]=2)[NH:20][C:19](=[O:34])[C:18]=1[C:35]1[CH:40]=[C:39]([CH3:41])[CH:38]=[C:37]([CH3:42])[CH:36]=1)=[O:7].[C:45](=O)([O-])[O-].[K+].[K+].IC>>[CH3:44][Si:2]([CH3:43])([CH3:1])[CH2:3][CH2:4][O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:33])=[C:24]([N:27]3[C:31](=[O:32])[N:30]([CH3:45])[N:29]=[N:28]3)[CH:25]=2)[NH:20][C:19](=[O:34])[C:18]=1[C:35]1[CH:40]=[C:39]([CH3:41])[CH:38]=[C:37]([CH3:42])[CH:36]=1)=[O:7]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 1363337192-{2-[7-Chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(5-oxo-4,5-dihydro-tetrazol-1-yl)-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid 2-trimethylsilanylethyl ester

生成物 1

HCID 542529672-{2-[7-Chloro-3-(3,5-dimethylphenyl)-6-(4-methyl-5-oxo-4,5-dihydro-tetrazol-1-yl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid 2-trimethylsilanylethyl ester

実験手順

To a solution of 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(5-oxo-4,5-dihydro-tetrazol-1-yl) -1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid 2-trimethylsilanylethyl ester (35 mg in 2 mL dry N,N-dimethylformamide) was added 26 mg of finely powdered potassium carbonate followed by 0.011 mL iodomethane and the mixture stirred at room temperature. After 30 minutes, the reaction was quenched by the addition of saturated ammonium chloride and the mixture partitioned between ethyl acetate and water. The organic layer was isolated and washed with water and brine, then dried over sodium sulfate. Purification of the concentrate by preparative tlc on silica gel (hexane:ethyl acetate, 3:2) gave the title compound (21 mg).

後処理

  1. customthe reaction was quenched by the addition of saturated ammonium chloride
  2. customthe mixture partitioned between ethyl acetate and water
  3. customThe organic layer was isolated
  4. washwashed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customPurification of the
  7. concentrationconcentrate by preparative tlc on silica gel (hexane:ethyl acetate, 3:2)

出典と根拠

ORDレコード
ord-dd56229ea3e248938dba5bfd8969bbea
出典データセット
uspto-grants-2000_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06150352

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート