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Diisopropylethylamine → HCID 86699393、化合物

HRID 1777556
ノート
印刷プレビュー

反応式

HRID 1777556 の反応式
FC1C=C(N(C)[C:9]2[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=2)C=CC=1.Cl.[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][CH:25]=[C:24]2[CH2:30][CH2:31][NH2:32].CN(C(ON1N=N[C:43]2[CH:44]=[CH:45][CH:46]=N[C:42]1=2)=[N+](C)C)C.[F:50][P-](F)(F)(F)(F)F.C(N([CH2:64][CH3:65])C(C)C)(C)C>CN(C=O)C>[Br:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][CH:25]=[C:24]2[CH2:30][CH2:31][NH:32][C:13](=[O:15])[C:12]1[CH:11]=[CH:10][C:9]([CH2:42][C:43]2[CH:65]=[CH:64][CH:46]=[C:45]([F:50])[CH:44]=2)=[CH:17][CH:16]=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 132411752-(5-bromo-1H-indol-3-yl)ethan-1-amine hydrochlorideHCID 61984652HCID 61984652、化合物

生成物 1

HCID 86699393HCID 86699393、化合物収率 81%

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-((3-fluorophenyl)(methyl)amino)benzoic acid (0.250 g, 1.09 mmol), 2-(5-bromo-1H-indol-3-yl)ethanamine hydrochloride (0.300 g; 1.09 mmol), HATU (0.414 g; 1.09 mmol) and N,N-diisopropylethylamine (0.469 mL; 2.72 mmol) in DMF (7 mL), was stirred at room temperature for 72 hours. The reaction mixture was then partitioned between ethyl acetate and sodium hydrogen sulfate and the organic layer was successively washed with a saturated aqueous solution of sodium carbonate and brine. The organic layer was dried, concentrated under reduced pressure and the crude material was purified by flash chromatography on silica gel (eluent 1 to 20% ethyl acetate in dichloromethane) to afford 0.395 g (81%) of the title compound as a white solid.

後処理

  1. customThe reaction mixture was then partitioned between ethyl acetate and sodium hydrogen sulfate
  2. washthe organic layer was successively washed with a saturated aqueous solution of sodium carbonate and brine
  3. customThe organic layer was dried
  4. concentrationconcentrated under reduced pressure
  5. customthe crude material was purified by flash chromatography on silica gel (eluent 1 to 20% ethyl acetate in dichloromethane)

出典と根拠

ORDレコード
ord-f0c5dfb5f4844f5fbe3d0855ff3a9a81
出典データセット
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09266832B2

反応ノート

読み込み中…

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