Hydrochloric Acid → benzyl 3-(2-(benzyloxy)-4-(ethoxymethoxy)-5-isopropylphenyl)-4-(1-methyl-1H-indol-5-yl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carboxylate

HRID 402752노트

반응식

HRID 402752 반응식
[CH:1]1[CH:6]=[CH:5][C:4]([CH2:7][O:8][C:9](Cl)=[O:10])=[CH:3][CH:2]=1.[CH2:12]([O:19][C:20]1[CH:25]=[C:24]([O:26][CH2:27][O:28][CH2:29][CH3:30])[C:23]([CH:31]([CH3:33])[CH3:32])=[CH:22][C:21]=1[C:34]1[N:38]([C:39]2[CH:40]=[C:41]3[C:45](=[CH:46][CH:47]=2)[N:44]([CH3:48])[CH:43]=[CH:42]3)[C:37](=[O:49])[NH:36][N:35]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CCN(C(C)C)C(C)C.Cl>ClCCl.CO>[CH2:12]([O:19][C:20]1[CH:25]=[C:24]([O:26][CH2:27][O:28][CH2:29][CH3:30])[C:23]([CH:31]([CH3:32])[CH3:33])=[CH:22][C:21]=1[C:34]1[N:38]([C:39]2[CH:40]=[C:41]3[C:45](=[CH:46][CH:47]=2)[N:44]([CH3:48])[CH:43]=[CH:42]3)[C:37](=[O:49])[N:36]([C:9]([O:8][CH2:7][C:4]2[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=2)=[O:10])[N:35]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 10387Benzyl chloroformateHCID 81531DiisopropylethylamineHCID 67341299HCID 67341299, 화합물

생성물 1

HCID 67339760benzyl 3-(2-(benzyloxy)-4-(ethoxymethoxy)-5-isopropylphenyl)-4-(1-methyl-1H-indol-5-yl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carboxylate

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Cbz-Cl was added to the solution of 3-(2-(benzyloxy)-4-(ethoxymethoxy)-5-isopropylphenyl)-4-(1-methyl-1H-indol-5-yl)-1H-1,2,4-triazol-5(4H)-one and DIPEA in dichloromethane and reaction solution was stirred for 2 h at room temperature. Washed with water and extracted with dichloromethane and solvent was removed. The crude reaction mixture was carried over to the next reaction without further purification. The reaction mixture was diluted by methanol and treated with concentrated HCl and heated it up to 65° C. Column chromatogram produced the desired benzyl 3-(2-(benzyloxy)-4-(ethoxymethoxy)-5-isopropylphenyl)-4-(1-methyl-1H-indol-5-yl)-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-carboxylate.

후처리

  1. washWashed with water
  2. extractionextracted with dichloromethane and solvent
  3. customwas removed
  4. customThe crude reaction mixture
  5. customwas carried over to the next reaction without further purification
  6. temperatureheated it up to 65° C

출처 및 근거

ORD 기록
ord-b81b7fe223364220b556a97709ad43e0
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742133B2

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