Trifluoroacetic acid → methyl (1S)-2-methyl-1-({2-[4-(2-pyridinyl)benzyl]hydrazino}carbonyl)propylcarbamate

HRID 643067ノート

反応式

HRID 643067 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:22]=[CH:21][C:10]([CH2:11][NH:12][NH:13][C:14]([O:16]C(C)(C)C)=O)=[CH:9][CH:8]=1.FC(F)(F)[C:25]([OH:27])=[O:26].[CH:30](N(C(C)C)CC)(C)C.CCOP(O[N:48]1N=N[C:52]2C=CC=[CH:56][C:51]=2[C:49]1=O)(OCC)=O>ClCCl>[CH3:52][CH:51]([CH3:56])[C@H:49]([NH:48][C:25](=[O:26])[O:27][CH3:30])[C:14]([NH:13][NH:12][CH2:11][C:10]1[CH:9]=[CH:8][C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[CH:22][CH:21]=1)=[O:16]

参加物

6

反応物 4

HCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 42939953-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-oneHCID 9796325tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate

生成物 1

HCID 91615834methyl (1S)-2-methyl-1-({2-[4-(2-pyridinyl)benzyl]hydrazino}carbonyl)propylcarbamate収率 47%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

A solution of Example 4B (0.18 g, 0.6 mmol) in dichloromethane:trifluoroacetic acid (4 mL, 1:1) was stirred at 25° C. for 1 h, and the solvents were evaporated. This material was dissolved in THF (1 mL) and treated with diisopropylethyl amine (0.31 mL, 3 equivalents), DEPBT (0.36 g, 2 equivalents), and Example 18A (0.105 g, 1 equivalent), stirred at 25° C. for 3 h. The mixture was partitioned between dichloromethane and 10% sodium carbonate, the organic layer was separated, washed with brine, dried over sodium sulfate, filtered and the solvents were evaporated. The crude residue was purified using 2% methanol/chloroform to give 0.1 g (47%) of the title compound.

後処理

  1. customthe solvents were evaporated
  2. dissolutionThis material was dissolved in THF (1 mL)
  3. customThe mixture was partitioned between dichloromethane and 10% sodium carbonate
  4. customthe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customthe solvents were evaporated
  9. customThe crude residue was purified

出典と根拠

ORDレコード
ord-78d62214a5224b799cfb2c7563973491
出典データセット
uspto-grants-2010_04
特許番号
US07696226B2

反応ノート

読み込み中…