Bicarbonate Ion → 2-Chloro-5-[[2-[[2-(1-methyl-1H-imidazol-5-yl)ethyl]amino]ethyl]amino]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide

HRID 2085652ノート

反応式

HRID 2085652 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([NH:22][CH2:23][CH2:24]Cl)=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2)=[O:5].[CH3:26][N:27]1[C:31]([CH2:32][CH2:33][NH2:34])=[CH:30][N:29]=[CH:28]1.C(N(CC)C(C)C)(C)C.[I-].[K+].[Na].C(=O)([O-])O>C(O)CCC>[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([NH:22][CH2:23][CH2:24][NH:34][CH2:33][CH2:32][C:31]2[N:27]([CH3:26])[CH:28]=[N:29][CH:30]=2)=[CH:18][C:3]=1[C:4]([NH:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2)=[O:5]

参加物

8

反応物 6

HCID 769Bicarbonate IonHCID 4875Potassium IodideHCID 695203-MethylhistamineHCID 81531DiisopropylethylamineHCID 5360545SodiumHCID 114176532-Chloro-5-(2-chloroethyl)amino-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)benzamide

生成物 1

HCID 102270742-Chloro-5-[[2-[[2-(1-methyl-1H-imidazol-5-yl)ethyl]amino]ethyl]amino]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide収率 43%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

実験手順

2-Chloro-5-[(2-chloroethyl)amino]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (Example 29c, 0.100 g), 3-methylhistamine (0.200 g), N,N-diisopropylethylamine (0.5 ml), potassium iodide (0.040 g) and n-butanol (4 ml) were heated together in a sealed tube at 110° C. for 24 h. The solution was cooled, poured into saturated aqueous sodium to hydrogencarbonate solution and extracted into ethyl acetate. The extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude material was purified on silica gel (eluant 19:1:0.1 dichloromethane/methanol/ammonia) to afford the title compound as a gum (0.053 g).

後処理

  1. temperatureThe solution was cooled
  2. extractionextracted into ethyl acetate
  3. dry with materialThe extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude material was purified on silica gel (eluant 19:1:0.1 dichloromethane/methanol/ammonia)

出典と根拠

ORDレコード
ord-e26e1cfc620e49818caebf3f29c90281
出典データセット
uspto-grants-2004_04
特許番号
US06720452B2

反応ノート

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