4-(Chloromethyl)-2-phenyl-1,3-oxazole → HCID 86688883、化合物

HRID 404622

反応式

HRID 404622 の反応式
[C:1]1([CH:7]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[C:8]([O:10][C@@H:11]2[CH:16]3[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]3)[CH2:12]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:25][CH2:26][C:27]1[N:28]=[C:29]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[O:30][CH:31]=1>CCOC(C)=O.C(#N)C>[Cl-:25].[C:1]1([CH:7]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[C:8]([O:10][C@@H:11]2[CH:16]3[CH2:17][CH2:18][N+:13]([CH2:26][C:27]4[N:28]=[C:29]([C:32]5[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=5)[O:30][CH:31]=4)([CH2:14][CH2:15]3)[CH2:12]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 2

HCID 35511964-(Chloromethyl)-2-phenyl-1,3-oxazoleHCID 71603247(R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate

生成物 1

HCID 86688883HCID 86688883、化合物収率 35.1%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (R)-quinuclidin-3-yl 2-phenyl-2-(piperidin-1-yl)acetate (100 mg, 0.30 mmol) in EtOAc (2 ml) and acetonitrile (1 ml), was added 4-(chloromethyl)-2-phenyloxazole (70.7 mg, 0.36 mmol). The reaction was stirred at room temperature for 30 hours and then the solvents were evaporated. Purification by flash chromatography (DCM/MeOH=9/1) followed by trituration with Et2O afforded (3R)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-((2-phenyloxazol-4-yl)methyl)-1-azoniabicyclo[2.2.2]octane chloride (55 mg, 34.6% yield) as an off-white solid.

後処理

  1. customthe solvents were evaporated
  2. customPurification by flash chromatography (DCM/MeOH=9/1)

出典と根拠

ORDレコード
ord-df65fa96c2e449f494d5b424559754fc
出典データセット
uspto-grants-2014_06
特許番号
US08748613B2

関連ノート

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