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Diisopropylethylamine → HCID 59451544、化合物

HRID 1874813
ノート
印刷プレビュー

反応式

HRID 1874813 の反応式
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH2:25][CH2:26][C:27]1[C:28]([F:44])=[C:29]([O:34][C:35]2[CH:36]=[C:37]([CH:40]=[C:41]([Cl:43])[CH:42]=2)[C:38]#[N:39])[C:30]([Cl:33])=[CH:31][CH:32]=1.[CH3:45][C:46]1[CH:47]=[CH:48][CH:49]=[C:50]2[C:54]=1[NH:53][C:52]([C:55](O)=[O:56])=[CH:51]2.CCN(C(C)C)C(C)C>CN(C=O)C.C(OCC)(=O)C.O>[Cl:33][C:30]1[CH:31]=[CH:32][C:27]([CH2:26][NH:25][C:55]([C:52]2[NH:53][C:54]3[C:50]([CH:51]=2)=[CH:49][CH:48]=[CH:47][C:46]=3[CH3:45])=[O:56])=[C:28]([F:44])[C:29]=1[O:34][C:35]1[CH:36]=[C:37]([C:38]#[N:39])[CH:40]=[C:41]([Cl:43])[CH:42]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 32961197-Methyl-1H-indole-2-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 594513923-{[3-(Aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile

生成物 1

HCID 59451544HCID 59451544、化合物収率 57.5%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

HATU (0.072 g, 0.19 mmol) was added to a solution of 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (0.040 g, 0.13 mmol), 7-methyl-1H-indole-2-carboxylic acid (0.033 g, 0.19 mmol) and DIPEA (0.033 mL, 0.19 mmol) in DMF (1 mL). After 1 h, the reaction mixture was diluted with ethyl acetate and water. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by column chromatography (hexane/EtOAc) to give a sticky solid, which was triturated with methanol and dried under vacuum to give the title compound (0.035 g, 57%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ ppm 11.38 (s, 1H), 8.99 (t, 1H), 7.81 (s, 1H), 7.26-7.63 (m, 5H), 7.15 (d, 1H), 6.68-7.06 (m, 2H), 4.57 (d, 2H), 2.21-2.69 (s, 3H). MS: m/z 468 (M+1).

後処理

  1. washThe organic layer was washed with water and brine
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography (hexane/EtOAc)
  5. customto give a sticky solid, which
  6. customwas triturated with methanol
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-c9f822e1407d4dcdb438202e986ca13b
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08304419B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート