2-Bromo-1-(1,3-thiazol-2-yl)ethan-1-one → (3R)-3-(2-(3-(ethoxycarbonyl)phenylamino)-2-(6-methoxypyridin-3-yl)acetoxy)-1-(2-oxo-2-(thiazol-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide

HRID 469501ノート

反応式

HRID 469501 の反応式
[Br:1][CH2:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][N:9]=1)=[O:4].[CH3:10][O:11][C:12]1[N:17]=[CH:16][C:15]([CH:18]([NH:30][C:31]2[CH:32]=[C:33]([CH:39]=[CH:40][CH:41]=2)[C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:19](=[O:29])[O:20][C@@H:21]2[CH:26]3[CH2:27][CH2:28][N:23]([CH2:24][CH2:25]3)[CH2:22]2)=[CH:14][CH:13]=1>CCOC(C)=O>[Br-:1].[CH2:37]([O:36][C:34]([C:33]1[CH:32]=[C:31]([NH:30][CH:18]([C:15]2[CH:16]=[N:17][C:12]([O:11][CH3:10])=[CH:13][CH:14]=2)[C:19]([O:20][C@@H:21]2[CH:26]3[CH2:27][CH2:28][N+:23]([CH2:2][C:3](=[O:4])[C:5]4[S:6][CH:7]=[CH:8][N:9]=4)([CH2:24][CH2:25]3)[CH2:22]2)=[O:29])[CH:41]=[CH:40][CH:39]=1)=[O:35])[CH3:38]

参加物

4

反応物 2

HCID 27952122-Bromo-1-(1,3-thiazol-2-yl)ethan-1-oneHCID 58556990ethyl 3-(1-(6-methoxypyridin-3-yl)-2-oxo-2-((R)-quinuclidin-3-yloxy)ethylamino)benzoate

生成物 1

HCID 86660336(3R)-3-(2-(3-(ethoxycarbonyl)phenylamino)-2-(6-methoxypyridin-3-yl)acetoxy)-1-(2-oxo-2-(thiazol-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide収率 65.5%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

2-Bromo-1-(thiazol-2-yl)ethanone (23.4 mg, 0.11 mmol) was added to a solution of ethyl 3-(1-(6-methoxypyridin-3-yl)-2-oxo-2-((R)-quinuclidin-3-yloxy)ethylamino)benzoate (C65) (50 mg, 0.11 mmol) in EtOAc (2 ml). The reaction was stirred at room temperature overnight, and then the solvent was evaporated and the residue was triturated with Et2O, filtered and dried to obtain (3R)-3-(2-(3-(ethoxycarbonyl)phenylamino)-2-(6-methoxypyridin-3-yl)acetoxy)-1-(2-oxo-2-(thiazol-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide (46.5 mg, 63.3% yield).

後処理

  1. customthe solvent was evaporated
  2. customthe residue was triturated with Et2O
  3. filtrationfiltered
  4. customdried

出典と根拠

ORDレコード
ord-5261f964604149e3a3e63212839d11d6
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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