Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate → HCID 178497250、化合物

HRID 1394868ノート

反応式

HRID 1394868 の反応式
C([O:8][CH2:9][CH2:10][N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:20]([O:22][CH3:23])=[O:21])[CH:18]=2)[C:13]([CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[C:12]1[C:30]1[C:31]([O:36]CC2C=CC=CC=2)=[N:32][CH:33]=[CH:34][CH:35]=1)C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[CH:24]1([C:13]2[C:14]3[C:19](=[CH:18][C:17]([C:20]([O:22][CH3:23])=[O:21])=[CH:16][CH:15]=3)[N:11]([CH2:10][CH2:9][OH:8])[C:12]=2[C:30]2[C:31]([OH:36])=[N:32][CH:33]=[CH:34][CH:35]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

参加物

4

反応物 1

HCID 58765229Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate

生成物 1

HCID 178497250HCID 178497250、化合物収率 90%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate (57 mg, 0.099 mmol) in ethyl acetate (10 mL), 10% Pd on carbon (10 mg) was added. The reaction mixture was stirred under an hydrogen atmosphere (1 atmos.) for three days. It was filtered through celite, and the filtrate concentrated to give the title compounds as an off-white solid, (35 mg, 90% yield). MS m/z 395(MH+); 1H NMR (300 MHz, CD3OD) δ ppm 1.24-1.40 (m, 3 H) 1.70-1.98 (m, 7 H) 2.58 (m, 1 H) 3.71 (t, J=6.04 Hz, 2 H) 3.94 (s, 3 H) 4.11 (m, 1 H) 4.22 (m, 1 H) 6.58 (t, J=6.59 Hz, 1 H) 7.58-7.76 (m, 3 H) 7.82 (d, J=8.78 Hz 1 H) 8.19 (s, 1 H).

後処理

  1. filtrationIt was filtered through celite
  2. concentrationthe filtrate concentrated

出典と根拠

ORDレコード
ord-5a0de5741cbc4ea29ae4552a53092131
出典データセット
uspto-grants-2008_03
特許番号
US07348425B2

反応ノート

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