Fmoc isothiocyanate → N-(4-Ethoxy-5-methylcarbamoylpyridin-2-ylmethyl)-N'-(fluoren-9-ylmethyloxycarbonyl)thiourea

HRID 249728

反応式

HRID 249728 の反応式
[NH2:1][CH2:2][C:3]1[CH:12]=[C:11]([O:13][CH2:14][CH3:15])[C:6]([C:7]([NH:9][CH3:10])=[O:8])=[CH:5][N:4]=1.[CH:16]1[C:28]2[CH:27]([CH2:29][O:30][C:31]([N:33]=[C:34]=[S:35])=[O:32])[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]=2[CH:19]=[CH:18][CH:17]=1>O1CCOCC1.C(Cl)Cl>[CH2:14]([O:13][C:11]1[C:6]([C:7](=[O:8])[NH:9][CH3:10])=[CH:5][N:4]=[C:3]([CH2:2][NH:1][C:34]([NH:33][C:31]([O:30][CH2:29][CH:27]2[C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:20]3[C:28]2=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:32])=[S:35])[CH:12]=1)[CH3:15]

参加物

5

反応物 2

HCID 4154759Fmoc isothiocyanateHCID 577912976-Aminomethyl-4-ethoxy-N-methylnicotinamide

生成物 1

HCID 57791308N-(4-Ethoxy-5-methylcarbamoylpyridin-2-ylmethyl)-N'-(fluoren-9-ylmethyloxycarbonyl)thiourea収率 74.6%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

500 mg (2.39 mmol) of 6-aminomethyl-4-ethoxy-N-methylnicotinamide (Example 12f) were dissolved in 25 ml of dioxane and treated at RT with 672.4 mg (2.39 mmol) of fluoren-9-ylmethyloxycarbonyl isothiocyanate. After one hour, the mixture was freed from the solvent and the residue was taken up in DCM. It was washed three times with aqueous LiCl solution and once with water. After drying with MgSO4, the mixture was concentrated and the crude product (875 mg) thus obtained was reacted further without further purification.

後処理

  1. washIt was washed three times with aqueous LiCl solution
  2. dry with materialAfter drying with MgSO4
  3. concentrationthe mixture was concentrated

出典と根拠

ORDレコード
ord-2629fc5befd24b84a8d127c603379184
出典データセット
uspto-grants-2011_01
特許番号
US07863269B2

関連ノート

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