Benzene, (3-bromopropoxy)- → (3R)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide

HRID 469457ノート

反応式

HRID 469457 の反応式
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[O:12]=[C:13]([O:31][C@@H:32]1[CH:37]2[CH2:38][CH2:39][N:34]([CH2:35][CH2:36]2)[CH2:33]1)[CH:14]([NH:21][C:22]1[CH:26]=[CH:25][S:24][C:23]=1[C:27]([O:29][CH3:30])=[O:28])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CCOC(C)=O>[Br-:1].[CH3:30][O:29][C:27]([C:23]1[S:24][CH:25]=[CH:26][C:22]=1[NH:21][CH:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:13]([O:31][C@@H:32]1[CH:37]2[CH2:36][CH2:35][N+:34]([CH2:2][CH2:3][CH2:4][O:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)([CH2:39][CH2:38]2)[CH2:33]1)=[O:12])=[O:28]

参加物

4

反応物 2

HCID 68522Benzene, (3-bromopropoxy)-HCID 46840422HCID 46840422、化合物

生成物 1

HCID 54765075(3R)-3-(2-(2-(methoxycarbonyl)thiophen-3-ylamino)-2-phenylacetoxy)-1-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide収率 34.2%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

(3-Bromopropoxy)benzene (19.7 μl, 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. The solvent was evaporated, and 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-(3-phenoxypropyl)-1-azoniabicyclo[2.2.2]octane bromide (25.3 mg, 32.9% yield).

後処理

  1. customThe solvent was evaporated
  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-dde95ab927814fe7a88e2f3f0f67aeaa
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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