Isocyanate → Methyl 3-{[(N-Methylcarbamoyl)methylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate

HRID 2184729ノート

反応式

HRID 2184729 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9](=[CH2:15])[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:8])[CH:2]=1.[CH3:16][NH:17][C:18](=[O:21])[CH2:19][SH:20].[N-]=C=O>ClCCl.C(N(CC)CC)C>[CH3:16][NH:17][C:18]([CH2:19][S:20][CH2:15][CH:9]([C:7](=[O:8])[C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:21]

参加物

6

反応物 3

HCID 105034IsocyanateHCID 4047279Acetamide, 2-mercapto-N-methyl-HCID 22457736Methyl 3-(3-Pyridylcarbonyl)but-3-enoate

生成物 1

HCID 22457729Methyl 3-{[(N-Methylcarbamoyl)methylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

A solution of methyl 3-(3-pyridylcarbonyl)but-3-enoate in dichloromethane (0.5 mL, 0.1 mM), triethylamine in dichloromethane (0.5 mL, 0.1 mM) and N-methyl-2-sulfanylacetamide (0.6 mL, 0.12 mmol) was stirred for 24 h. PS isocyanate resin (60 mg) was added to the reaction mixture and stirred for 24 h. The solution was filtered and concentrated to give the title compound in quantitative yield, ESMS, (M+1)+311.

後処理

  1. filtrationThe solution was filtered
  2. concentrationconcentrated

出典と根拠

ORDレコード
ord-97fe9f0aa32c4e15b247125eab8ce31c
出典データセット
uspto-grants-2002_06
特許番号
US06399606B1

反応ノート

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