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Diisopropylethylamine → 2-{4-[(3-Pyridin-3-ylpyrrolidin-1-yl)carbonyl]isoxazol-5-yl}pyridine

HRID 1446265
ノート
印刷プレビュー

反応式

HRID 1446265 の反応式
[NH:1]1[CH2:5][CH2:4][CH:3]([C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[CH2:2]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)C(C)C)C.[N:43]1[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=1[C:49]1[O:53][N:52]=[CH:51][C:50]=1[C:54](O)=[O:55]>CN(C=O)C>[N:8]1[CH:9]=[CH:10][CH:11]=[C:6]([CH:3]2[CH2:4][CH2:5][N:1]([C:54]([C:50]3[CH:51]=[N:52][O:53][C:49]=3[C:44]3[CH:45]=[CH:46][CH:47]=[CH:48][N:43]=3)=[O:55])[CH2:2]2)[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 36136513-(Pyrrolidin-3-yl)pyridineHCID 223090705-(Pyridin-2-yl)-1,2-oxazole-4-carboxylic acid

生成物 1

HCID 591702042-{4-[(3-Pyridin-3-ylpyrrolidin-1-yl)carbonyl]isoxazol-5-yl}pyridine

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A solution of 3-pyrrolidin-3-yl-pyridine (15 mg, 0.1 mmol), TBTU (48 mg, 0.15 mmol, 1.5 equ.) and N-ethyl-N-isopropylpropan-2-amine (17 μL, 0.1 mmol) in DMF (0.6 mL) was added to 5-pyridin-2-ylisoxazole-4-carboxylic acid (19 mg, 0.1 mmol) and the reaction mixture was stirred at rt for 2 h. The solvent was evaporated and the crude product was purified by RP-HPLC. After evaporation of the solvents from the pure fractions, the residue was dissolved in chloroform and washed with diluted NaOH to provide the neutral compound in the organic phase that was dried (Na2SO4) and evaporated and dried in vacuum to yield the title compound as (12 mg). MS (ESI, pos. ion) m/z calcd for C18H16N4O2: 320.1273, found 320.1273.

後処理

  1. customThe solvent was evaporated
  2. customthe crude product was purified by RP-HPLC
  3. customAfter evaporation of the solvents from the pure fractions
  4. dissolutionthe residue was dissolved in chloroform
  5. washwashed with diluted NaOH
  6. customto provide the neutral compound in the organic phase that
  7. dry with materialwas dried (Na2SO4)
  8. customevaporated
  9. customdried in vacuum

出典と根拠

ORDレコード
ord-fb35fa38ba3241e198ec71e259b59213
出典データセット
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07666888B2

反応ノート

読み込み中…

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