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Diisopropylethylamine → HCID 44227504、化合物

HRID 1914572
ノート
印刷プレビュー

反応式

HRID 1914572 の反応式
[NH:1]1[CH:5]=[C:4]([C:6]2[S:10][CH:9]=[C:8]([C:11]([OH:13])=O)[CH:7]=2)[CH:3]=[N:2]1.Cl.[CH3:15][C:16]1([CH3:22])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[CH3:15][C:16]1([CH3:22])[CH2:21][CH2:20][N:19]([C:11]([C:8]2[CH:7]=[C:6]([C:4]3[CH:5]=[N:1][NH:2][CH:3]=3)[S:10][CH:9]=2)=[O:13])[CH2:18][CH2:17]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 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 222529024,4-Dimethylpiperidinium chlorideHCID 581101935-(1H-Pyrazol-4-YL)thiophene-3-carboxylic acid

生成物 1

HCID 44227504HCID 44227504、化合物収率 55.8%

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

5-(1H-Pyrazol-4-yl)-thiophene-3-carboxylic acid (0.075 g, 0.39 mmol) and 4,4-dimethylpiperidine hydrochloride (0.087 g, 0.58 mmol) were dissolved in DMF (3 mL) then DIPEA (0.2 g, 1.55 mmol) and HATU (0.175 g, 1.55 mmol) were added and the reaction mixture was stirred at room temperature overnight. The solvent was removed by evaporation then the residue was dissolved in DCM and washed with aqueous sodium hydrogen carbonate solution. The organics were dried by evaporation. The crude material was purified by HPLC, eluting with 5%-98% acetonitrile in water (0.1% formic acid) over 20 minutes. The fractions containing the desired product were freeze-dried to give the title compound (0.063 g). LCMS m/z 290.18 [M+H]+ R.T.=8.74 min (Analytical Method 2).

後処理

  1. customThe solvent was removed by evaporation
  2. dissolutionthe residue was dissolved in DCM
  3. washwashed with aqueous sodium hydrogen carbonate solution
  4. customThe organics were dried by evaporation
  5. customThe crude material was purified by HPLC
  6. washeluting with 5%-98% acetonitrile in water (0.1% formic acid) over 20 minutes
  7. additionThe fractions containing the desired product
  8. customwere freeze-dried

出典と根拠

ORDレコード
ord-4df150d594a84c34b9a27bbde1361eb4
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08614209B2

反応ノート

読み込み中…

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