Triethylamine → Ethyl 3-[4-cyano-2-(2-((1-(pyridine-4-yl)piperidine-4-carbonyl)amino)ethoxy)phenyl]acrylate

HRID 2187928ノート

反応式

HRID 2187928 の反応式
C(O[C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([C:18]#[N:19])[CH:15]=[CH:14][C:13]=1[CH:20]=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:7])(C)(C)C.Cl.[N:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:39][CH2:38][CH:37](C(O)=O)[CH2:36][CH2:35]2)=[CH:30][CH:29]=1.F[P-](F)(F)(F)(F)F.Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1.C(N(CC)CC)C>Cl.O1CCOCC1>[C:18]([C:16]1[CH:15]=[CH:14][C:13]([CH:20]=[CH:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:12]([O:11][CH2:10][CH2:9][NH:8][C:6]([CH:37]2[CH2:36][CH2:35][N:34]([C:31]3[CH:32]=[CH:33][N:28]=[CH:29][CH:30]=3)[CH2:39][CH2:38]2)=[O:7])[CH:17]=1)#[N:19]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 2733179PyBroPHCID 162172691-(Pyridin-4-yl)piperidine-4-carboxylic acid hydrochlorideHCID 69921285Ethyl 3-[2-(2-(t-butoxycarbonylamino)ethoxy)-4-cyanophenyl]acrylate

生成物 1

HCID 69922998Ethyl 3-[4-cyano-2-(2-((1-(pyridine-4-yl)piperidine-4-carbonyl)amino)ethoxy)phenyl]acrylate

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

3.0 g (8.33 mmol) of ethyl 3-[2-(2-(t-butoxycarbonylamino)ethoxy)-4-cyanophenyl]acrylate was dissolved in a mixture of 20 ml of 4 N solution of hydrogen chloride in dioxane and 10 ml of dioxane. The obtained solution was stirred at room temperature for 4 hours. The solvent was evaporated and the residue was dissolved in 50 ml of DMF. 2.22 g (9.17 mmol) of 1-(4-pyridyl)-4-piperidinecarboxyic acid hydrochloride, 4.27 g (9.17 mmol) of bromotripyrrolidinophosphonium hexafluorophosphate and 3.48 ml (25.0 mmol) of triethylamine were added to the obtained solution, and they were stirred at room temperature for 3 days. The solvent was evaporated, and the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in 50 ml of DMF
  3. stirringwere stirred at room temperature for 3 days
  4. customThe solvent was evaporated
  5. customthe obtained crude product
  6. customwas purified by the silica gel column chromatography

出典と根拠

ORDレコード
ord-f4db89e8ac694c4d9a71466786e1719b
出典データセット
uspto-grants-2002_06
特許番号
US06410538B2

反応ノート

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