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

HRID 2187928노트

반응식

HRID 2187928 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f4db89e8ac694c4d9a71466786e1719b
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06410538B2

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