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Triethylamine → HCID 25018891、化合物

HRID 1878711
ノート
印刷プレビュー

反応式

HRID 1878711 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH2:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.[O:14]=[C:15]1[CH:20]=[CH:19][C:18]([C:21]2[S:22][CH:23]=[CH:24][CH:25]=2)=[CH:17][N:16]1[CH2:26][C:27](O)=[O:28].C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C([O-])(O)=O.[Na+]>CN(C=O)C.CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:27](=[O:28])[CH2:26][N:16]3[CH:17]=[C:18]([C:21]4[S:22][CH:23]=[CH:24][CH:25]=4)[CH:19]=[CH:20][C:15]3=[O:14])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 170398704-Amino-7-methoxyquinolineHCID 69232126HCID 69232126、化合物

生成物 1

HCID 25018891HCID 25018891、化合物
収率 40%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
40 °C

実験手順

To a solution of 7-methoxyquinolin-4-amine (0.13 g, 0.77 mmol) and 2-(2-oxo-5-(thiophen-2-yl)pyridin-1(2H)-yl)acetic acid (0.15 g, 0.64 mmol) in 5 mL of DMF at rt was added triethylamine (0.13 ml, 0.96 mmol) followed by HATU (0.44 g, 1.1 mmol) solid. The reaction was then heated up to 40° C. for 8 hours and was cooled to rt and diluted with 60 mL of EtOAc and 30 mL of satd. NaHCO3 (aq.) solution. The organic phase was separated, washed with 30 mL of brine and dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc to 10% MeOH/EtOAc) to give white (0.10 g, 40% yield). MS (ESI pos. ion) m/z (MH+): 392.1. Calc'd Exact Mass for C21H17N3O3S: 391.1.

後処理

  1. temperaturewas cooled to rt
  2. customThe organic phase was separated
  3. washwashed with 30 mL of brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by a silica gel column chromatography (EtOAc to 10% MeOH/EtOAc)
  7. customto give white (0.10 g, 40% yield)

出典と根拠

ORDレコード
ord-8068c09aeffa4a9ca24a751cb3432bbf
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08314087B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート