2-Bromo-1-(thiophen-3-yl)ethan-1-one → HCID 54764990、化合物

HRID 469456ノート

反応式

HRID 469456 の反応式
[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]

参加物

4

反応物 2

HCID 27763792-Bromo-1-(thiophen-3-yl)ethan-1-oneHCID 46840422HCID 46840422、化合物

生成物 1

HCID 54764990HCID 54764990、化合物収率 61%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-a175476e8e2149b3a8a1c891f352d0c6
出典データセット
uspto-grants-2014_01
特許番号
US08629160B2

反応ノート

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