Diisopropylethylamine → HCID 86600381、化合物

HRID 1788573ノート

反応式

HRID 1788573 の反応式
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12](O)=O)[CH:10]=2)[NH:5][C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:3]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.[CH2:54]([O:56][C:57](=[O:72])[C:58]1[CH:63]=[CH:62][C:61]([NH:64][CH:65]2[CH2:70][CH2:69][CH2:68][CH2:67][CH2:66]2)=[C:60]([NH2:71])[CH:59]=1)[CH3:55]>CN(C=O)C>[CH2:54]([O:56][C:57]([C:58]1[CH:63]=[CH:62][C:61]2[N:64]([CH:65]3[CH2:66][CH2:67][CH2:68][CH2:69][CH2:70]3)[C:12]([C:9]3[CH:10]=[C:11]4[C:6](=[CH:7][CH:8]=3)[NH:5][C:4]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:3][C:2]4=[O:1])=[N:71][C:60]=2[CH:59]=1)=[O:72])[CH3:55]

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 4068248Ferrostatin-1HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 134215954-Oxo-2-phenyl-1,4-dihydroquinoline-6-carboxylic acid

生成物 1

HCID 86600381HCID 86600381、化合物収率 800.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

4-Oxo-2-phenyl-1,4-dihydro-quinoline-6-carboxylic acid (2.78 g, 1.05 mmol) was dissolved in DMF (50 mL), and HATU (1.1 eq.) and diisopropyl ethylamine (2.2 eq, 402 μL) were added. After stirring at room temperature for 15 minutes, 3-amino-4-cyclohexylamino-benzoic acid ethyl ester (2.89 g, 1.1 eq.) dissolved in 20 mL DMF was added. After stirring overnight, the reaction was evaporated, dissolved in ethyl acetate and washed with water and brine, dried with sodium sulfate, evaporated and dried overnight. The product was then refluxed in acetic acid for 4 hr, evaporated to dryness, and coevaporated 2 more times with toluene. The product was recrystallized from methanol to give 4.13 g of product.

後処理

  1. additionwas added
  2. stirringAfter stirring overnight
  3. customthe reaction was evaporated
  4. dissolutiondissolved in ethyl acetate
  5. washwashed with water and brine
  6. dry with materialdried with sodium sulfate
  7. customevaporated
  8. customdried overnight
  9. temperatureThe product was then refluxed in acetic acid for 4 hr
  10. customevaporated to dryness
  11. customThe product was recrystallized from methanol

出典と根拠

ORDレコード
ord-92ddba25f3974eceba02eade2621de1b
出典データセット
uspto-grants-2009_03
特許番号
US07511145B2

反応ノート

読み込み中…