Triethylamine → 1-(2-Methoxy-5-(5-methylsulfonyl-1H-tetrazol-1-yl)benzoyl)-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepan-1-yl)ethyl)-3-phenylpyrrolidine

HRID 2230633ノート

反応式

HRID 2230633 の反応式
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:26]([N:29]2[C:33]([S:34]([CH3:37])(=[O:36])=[O:35])=[N:32][N:31]=[N:30]2)=[CH:25][C:4]=1[C:5]([N:7]1[CH2:11][CH2:10][C:9]([CH2:18][CH2:19]OS(C)(=O)=O)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8]1)=[O:6].C(N(CC)CC)C.I.[CH2:46]([O:48][CH2:49][CH2:50][N:51]1[C:55]2[CH:56]=[CH:57][CH:58]=[CH:59][C:54]=2[N:53]=[C:52]1[N:60]1[CH2:66][CH2:65][CH2:64][NH:63][CH2:62][CH2:61]1)[CH3:47].CO.ClCCl>C(#N)C.ClCCl>[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:26]([N:29]2[C:33]([S:34]([CH3:37])(=[O:35])=[O:36])=[N:32][N:31]=[N:30]2)=[CH:25][C:4]=1[C:5]([N:7]1[CH2:11][CH2:10][C:9]([CH2:18][CH2:19][N:63]2[CH2:64][CH2:65][CH2:66][N:60]([C:52]3[N:51]([CH2:50][CH2:49][O:48][CH2:46][CH3:47])[C:55]4[CH:56]=[CH:57][CH:58]=[CH:59][C:54]=4[N:53]=3)[CH2:61][CH2:62]2)([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:8]1)=[O:6]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 184647791-(2-methoxy-5-(5-methylsulfonyl-1H-tetrazol-1-yl)benzoyl)-3-(2-methanesulfonyloxyethyl)-3-phenylpyrrolidineHCID 21226129Dichloromethane methanolHCID 865838874-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl) [1,4]diazepane hydriodic acid salt

生成物 1

HCID 184645741-(2-Methoxy-5-(5-methylsulfonyl-1H-tetrazol-1-yl)benzoyl)-3-(2-(4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepan-1-yl)ethyl)-3-phenylpyrrolidine

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

Combine 1-(2-methoxy-5-(5-methylsulfonyl-1H-tetrazol-1-yl)benzoyl)-3-(2-methanesulfonyloxyethyl)-3-phenylpyrrolidine (0.44 g, 0.81 mmol), triethylamine (0.33 g, 3.23 mmol), and 4-(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)[1,4]diazepane hydriodic acid salt (0.44 g, 8.1 mmol) in acetonitrile (10 mL). Heat to reflux. After 12 hours, cool the reaction mixture, dilute with dichloromethane, and extract with water. Dry the organic layer over MgSO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 5% methanol/dichloromethane to give the title compound.

後処理

  1. temperatureHeat to reflux
  2. temperaturecool the reaction mixture
  3. extractionextract with water
  4. dry with materialDry the organic layer over MgSO4
  5. filtrationfilter
  6. customevaporate in vacuo
  7. customto give a residue

出典と根拠

ORDレコード
ord-9570696f352d41d78707f0273b411783
出典データセット
uspto-grants-2002_07
特許番号
US06423704B1

反応ノート

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