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Triethylamine → (E)-N-[2-[(2-Methyl-4-quinolyl)amino]ethyl]but-2-enamide

HRID 333098
ノート
印刷プレビュー

反応式

HRID 333098 の反応式
C[CH:2](C)/[CH:3]=[CH:4]/[C:5](O)=[O:6].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:33][C:34]1[CH:43]=[C:42]([NH:44][CH2:45][CH2:46][NH2:47])[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=1.C(N(CC)CC)C>C(#N)C>[CH3:33][C:34]1[CH:43]=[C:42]([NH:44][CH2:45][CH2:46][NH:47][C:5](=[O:6])/[CH:4]=[CH:3]/[CH3:2])[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=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

6

反応物 4

HCID 8471TriethylamineHCID 6420393-Isopropyl acrylic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 6471895N1-(2-Methylquinolin-4-yl)ethane-1,2-diamine

生成物 1

HCID 86691181(E)-N-[2-[(2-Methyl-4-quinolyl)amino]ethyl]but-2-enamide収率 68.3%

試薬・触媒・溶媒

1
HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

(E)-4-Methylpent-2-enoic acid (190 mg, 1.3 mmol) was mixed together with HBTU (470 mg, 1.3 mmol) and N-(2-methyl-4-quinolyl)ethane-1,2-diamine (250 mg, 1.2 mmol) in acetonitrile (5 ml). Triethylamine (1 mll) was added with stirring at 0° C. over 15 minutes and the resulting mixture was stirred at room temperature overnight. The volatiles were removed under reduced pressure, the residue was dissolved in DCM and washed with a saturated solution of sodium bicarbonate. The combined aqueous solutions were extracted three times with DCM. The organic layers were combined, dried over sodium sulfate, the solvent was removed under reduced pressure to give 245 mg of a yellow solid (0.82 mmol, 66%). MS (APCI) m/z=298.2 [M+1]+.

後処理

  1. stirringthe resulting mixture was stirred at room temperature overnight
  2. customThe volatiles were removed under reduced pressure
  3. dissolutionthe residue was dissolved in DCM
  4. washwashed with a saturated solution of sodium bicarbonate
  5. extractionThe combined aqueous solutions were extracted three times with DCM
  6. dry with materialdried over sodium sulfate
  7. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-5f64f7331f114d09a892ddee5f9bd4b8
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08877934B2

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