Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate → HCID 178497250, 화합물

HRID 860733노트

반응식

HRID 860733 반응식
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

참가 물질

4

반응물 1

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

생성물 1

HCID 178497250HCID 178497250, 화합물수율 90%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

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) □ 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).

후처리

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

출처 및 근거

ORD 기록
ord-8691d81c2c6e4655b278d91bca82d9a1
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153848B2

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