Water → HCID 68406877、化合物

HRID 490080

反応式

HRID 490080 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[N:8][CH:9]=1)([O-:3])=[O:2].[C:16](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].O.[CH2:31]1[CH2:35]OC[CH2:32]1>C(O)(=O)C>[CH2:16]([N:13]1[CH2:12][CH2:11][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][N:8]=2)[CH2:15][CH2:14]1)[CH:31]([CH3:32])[CH3:35]

参加物

6

反応物 4

HCID 962WaterHCID 8028Tetrahydrofuran2 回HCID 29287991-(5-Nitropyridin-2-yl)piperazineHCID 5049666Sodium triacetoxyborohydride

生成物 1

HCID 68406877HCID 68406877、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 7 g (34 mmol) 1-(5-nitro-pyridin-2-yl)-piperazine (commercially available), 3.15 g (44 mmol) isobutytraldehyde, 10.7 g (50 mmol) sodium trisacetoxyborohydride in 140 ml THF and 3 ml acetic acid was stirred at room temperature for 16 h. After addition of 50 ml water, THF was removed under vacuum. The residue was taken up in 300 ml water and 400 ml ethyl acetate and made alkaline by addition of 2M aq. Na2CO3 solution. The mixture was afterwards extracted two times with 300 ml ethyl acetate each. The combined organic phases were washed two times with 200 ml water each, dried with MgSO4 and evaporated to dryness. The residue was used without further purification in the synthesis of intermediate 9. (m/e): 265.0 (MH+; 100%).

後処理

  1. customwas removed under vacuum
  2. additionby addition of 2M aq. Na2CO3 solution
  3. extractionThe mixture was afterwards extracted two times with 300 ml ethyl acetate each
  4. washThe combined organic phases were washed two times with 200 ml water each,
  5. dry with materialdried with MgSO4
  6. customevaporated to dryness
  7. customThe residue was used without further purification in the synthesis of intermediate 9

出典と根拠

ORDレコード
ord-0772e6aed8594464b169c4b07f50916d
出典データセット
uspto-grants-2009_05
特許番号
US07528135B2

関連ノート

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