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6-Methylpyridine-2-carboxylic acid → HCID 58268015、化合物

HRID 1615985
ノート
印刷プレビュー

反応式

HRID 1615985 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[Br:44][C:45]1[CH:46]=[C:47]([NH2:55])[C:48]2[CH:49]=[N:50][N:51]([CH3:54])[C:52]=2[CH:53]=1>CN(C=O)C.O>[Br:44][C:45]1[CH:53]=[C:52]2[C:48]([CH:49]=[N:50][N:51]2[CH3:54])=[C:47]([NH:55][C:8]([C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=2)=[O:10])[CH:46]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 702826-Methylpyridine-2-carboxylic acidHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 582557716-Bromo-1-methyl-1h-indazol-4-amine

生成物 1

HCID 58268015HCID 58268015、化合物収率 64.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

6-Methyl-2-pyridinecarboxylic acid (74 mg, 0.54 mmol) and HATU (250 mg, 0.65 mmol) were dissolved in DMF (4 ml) and then DIPEA (0.23 ml) was then added. The mixture was stirred under nitrogen for 30 min. 6-bromo-1-methyl-1H-indazol-4-amine (135 mg, 0.60 mmol) was then added and stirring was continued under nitrogen overnight. Addition of water was followed by extraction of the resultant mixture with DCM (2×10 ml). The organics were combined and concentrated in vacuo then the residue was purified by chromatography on silica eluting with a gradient of 0-100% ethyl acetate in DCM. Fractions containing desired material were combined and concentrated in vacuo to afford the title compound (120 mg).

後処理

  1. stirringstirring
  2. waitwas continued under nitrogen overnight
  3. extractionwas followed by extraction of the resultant mixture with DCM (2×10 ml)
  4. concentrationconcentrated in vacuo
  5. customthe residue was purified by chromatography on silica eluting with a gradient of 0-100% ethyl acetate in DCM
  6. additionFractions containing desired material
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-111ce5fd2ca44b33bdefc8847ceb860a
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08765743B2

反応ノート

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