2-Bromo-1-(thiophen-3-yl)ethan-1-one → HCID 54764990, 화합물

HRID 469456노트

반응식

HRID 469456 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:9]=[CH:8][S:7][CH:6]=1)=[O:4].[O:10]=[C:11]([O:29][C@@H:30]1[CH:35]2[CH2:36][CH2:37][N:32]([CH2:33][CH2:34]2)[CH2:31]1)[CH:12]([NH:19][C:20]1[CH:24]=[CH:23][S:22][C:21]=1[C:25]([O:27][CH3:28])=[O:26])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CCOC(C)=O>[Br-:1].[CH3:28][O:27][C:25]([C:21]1[S:22][CH:23]=[CH:24][C:20]=1[NH:19][CH:12]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:11]([O:29][C@@H:30]1[CH:35]2[CH2:34][CH2:33][N+:32]([CH2:2][C:3](=[O:4])[C:5]3[CH:9]=[CH:8][S:7][CH:6]=3)([CH2:37][CH2:36]2)[CH2:31]1)=[O:10])=[O:26]

참가 물질

4

반응물 2

HCID 27763792-Bromo-1-(thiophen-3-yl)ethan-1-oneHCID 46840422HCID 46840422, 화합물

생성물 1

HCID 54764990HCID 54764990, 화합물수율 61%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

2-Bromo-1-(thiophen-3-yl)ethanone (25.6 mg, 0.12 mmol) was added to a solution of methyl 3-(2-oxo-1-phenyl-2-((R)-quinuclidin-3-yloxy)ethylamino)thiophene-2-carboxylate (C11) (50 mg, 0.12 mmol) in EtOAc (2 ml). The reaction mixture was stirred at room temperature overnight, and then the solvent was evaporated under vacuum. The residue was triturated with Et2O and then purified by preparative HPLC (Eluent: CH3CN/H2O) to obtain (3R)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide (44.3 mg, 58.6% yield).

후처리

  1. customthe solvent was evaporated under vacuum
  2. customThe residue was triturated with Et2O
  3. custompurified by preparative HPLC (Eluent: CH3CN/H2O)

출처 및 근거

ORD 기록
ord-a175476e8e2149b3a8a1c891f352d0c6
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629160B2

반응 노트

불러오는 중…