Water → 3-[3-(3,3-Diphenylpropyl)-3-(2-morpholin-4-ylethyl)ureido]thiobenzamide

HRID 254264

反応式

HRID 254264 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:35])[N:11]([CH2:20][CH2:21][CH:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[CH:6]=[CH:7][CH:8]=1)#[N:2].C([S:38]P([O-])(OCC)=S)C.O>C1COCC1>[C:29]1([CH:22]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:21][CH2:20][N:11]([CH2:12][CH2:13][N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)[C:10](=[O:35])[NH:9][C:5]2[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=2)[C:1]([NH2:2])=[S:38])[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

参加物

5

反応物 3

HCID 962Water2 回HCID 16737642HCID 16737642、化合物HCID 53249491Diethyldithiophosphate

生成物 1

HCID 167369143-[3-(3,3-Diphenylpropyl)-3-(2-morpholin-4-ylethyl)ureido]thiobenzamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

70 mg (0.15 mmol, 1 eq.) of 3-(3-cyanophenyl)-1-(3,3-diphenylpropyl)-1-(2-morpholin-4-ylethyl)urea (obtained in Example 19) are dissolved in 0.5 mL of THF under argon. 142 μL (0.90 mmol, 6 eq.) of diethyldithiophosphate and 50 μL (0.01 mmol, 0.1 eq.) of water are added. The mixture is stirred for 27 hours at 40° C. Water is added to the medium and the aqueous phase is extracted with dichloromethane, washed twice with water then brine, dried over MgSO4, filtered and concentrated. The oil obtained is subjected to chromatography over silica gel (eluent: 97/3 dichloromethane/methanol) in order to obtain the expected product in the form of a yellow powder (55 mg, yield=73%).

後処理

  1. extractionthe aqueous phase is extracted with dichloromethane
  2. washwashed twice with water
  3. dry with materialbrine, dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe oil obtained

出典と根拠

ORDレコード
ord-34a646655879462d8d9a6928ed341f88
出典データセット
uspto-grants-2011_01
特許番号
US07875609B2

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