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Triethylamine → N-[(1-methyl-2-Trifluoromethylindol-5-yl)methyl]-6-(trifluoromethyl)-3-Pyridinecarboxamide

HRID 2061574
ノート
印刷プレビュー

反応式

HRID 2061574 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][NH2:12])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:13]([F:16])([F:15])[F:14].[F:17][C:18]([F:29])([F:28])[C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][N:20]=1.CCN(CC)CC>C(Cl)Cl>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][NH:12][C:23]([C:22]3[CH:21]=[N:20][C:19]([C:18]([F:29])([F:17])[F:28])=[CH:27][CH:26]=3)=[O:24])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[C:13]([F:14])([F:15])[F:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27775576-(Trifluoromethyl)nicotinoyl chlorideHCID 58126819(1-methyl-2-(trifluoromethyl)-1H-indol-5-yl)methanamine2 回

生成物 1

HCID 58138926N-[(1-methyl-2-Trifluoromethylindol-5-yl)methyl]-6-(trifluoromethyl)-3-Pyridinecarboxamide収率 37.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane
溶媒

実験手順

[(1-Methyl-2-trifluoromethylindol-5-yl)methyl]amine (Intermediate 11, 150 mg, 0.657 mmol) was dissolved in DCM (10 mL) and 6-(trifluoromethyl)nicotinoyl chloride (ABCR; 165 mg, 0.789 mmol) was added. Et3N (0.183 mL, 1.315 mmol) was added and the reaction mixture was left to stir at room temperature for 2 hrs. The reaction mixture was quenched with methanol (10 mL) and evaporated to dryness. The resulting residues were partitioned between ethyl acetate and a 1M solution of citric acid. The organic layer was collected, dried (MgSO4), filtered and the solvent removed. The resulting residues were then purified by MDAP and evaporated to dryness to give the title compound (100 mg);

後処理

  1. waitthe reaction mixture was left
  2. customThe reaction mixture was quenched with methanol (10 mL)
  3. customevaporated to dryness
  4. customThe resulting residues were partitioned between ethyl acetate
  5. customThe organic layer was collected
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent removed
  9. customThe resulting residues were then purified by MDAP
  10. customevaporated to dryness

出典と根拠

ORDレコード
ord-6a3b2e26a6af48b69d336e17703dae76
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08283365B2

反応ノート

読み込み中…

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