Water → HCID 68406877, 화합물

HRID 490080

반응식

HRID 490080 반응식
[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]

참가 물질

6

반응물 4

HCID 962WaterHCID 8028Tetrahydrofuran2회HCID 29287991-(5-Nitropyridin-2-yl)piperazineHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 68406877HCID 68406877, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-0772e6aed8594464b169c4b07f50916d
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528135B2

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