Imidazole → 4-{[({[2-(Carbamoylmethyl)phenyl]amino}thioxomethyl)amino]methyl}piperidine carboxylic acid tert-butyl ester

HRID 2110044ノート

反応式

HRID 2110044 の反応式
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH2:15])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:16]([N:23]1[CH:27]=[CH:26]N=C1)(N1C=CN=C1)=[S:17].N1C=CN=C1.N[C:34]1[CH:39]=[CH:38]C=C[C:35]=1[CH2:40][C:41]([NH2:43])=[O:42]>C(#N)C>[C:4]([O:3][C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16]([NH:23][C:27]2[CH:26]=[CH:38][CH:39]=[CH:34][C:35]=2[CH2:40][C:41](=[O:42])[NH2:43])=[S:17])[CH2:10][CH2:9]1)=[O:2])([CH3:7])([CH3:6])[CH3:5]

参加物

6

反応物 4

HCID 795ImidazoleHCID 802641,1'-ThiocarbonyldiimidazoleHCID 2782862-(2-Aminophenyl)acetamideHCID 7368171-Boc-4-(aminomethyl)piperidine

生成物 1

HCID 866105084-{[({[2-(Carbamoylmethyl)phenyl]amino}thioxomethyl)amino]methyl}piperidine carboxylic acid tert-butyl ester

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

After dissolving 1-N-Boc-4-aminomethylpiperidine (869 mg, 4.06 mmol) in acetonitrile (10 mL), a solution of thiocarbonyldiimidazole (794 mg, 4.46 mmol) and imidazole (82.9 mg, 1.22 mmol) in acetonitrile (15 mL) was added dropwise in an ice bath, and the mixture was stirred at room temperature for 4 hours. After then adding 2-(2-aminophenyl)acetamide (670 mg, 4.46 mmol) thereto, the mixture was stirred overnight at 60° C. The reaction mixture was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (methylene chloride/methanol=65:1→49:1) to obtain the title compound.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (methylene chloride/methanol=65:1→49:1)

出典と根拠

ORDレコード
ord-221f31db34c942319a3cb7052eb6bed2
出典データセット
uspto-grants-2009_04
特許番号
US07517875B2

反応ノート

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