Aluminum(III) Chloride → 2-tert-Butyl-7-[(S)-3-(dimethylamino)pyrrolidin-1-yl]-6-(3-hydroxyphenyl)-5-methyl-1,3-benzoxazole-4-carbonitrile

HRID 17283

反応式

HRID 17283 の反応式
[C:1]([C:5]1[O:6][C:7]2[C:8](=[C:10]([C:31]#[N:32])[C:11]([CH3:30])=[C:12]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28]C)[CH:23]=3)[C:13]=2[N:14]2[CH2:18][CH2:17][C@H:16]([N:19]([CH3:21])[CH3:20])[CH2:15]2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].O.C(=O)(O)[O-].[Na+]>C1C=CC=CC=1>[C:1]([C:5]1[O:6][C:7]2[C:8](=[C:10]([C:31]#[N:32])[C:11]([CH3:30])=[C:12]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([OH:28])[CH:23]=3)[C:13]=2[N:14]2[CH2:18][CH2:17][C@H:16]([N:19]([CH3:20])[CH3:21])[CH2:15]2)[N:9]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 6451240Aluminum(III) Chloride2 回HCID 685853342-tert-butyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-(3-methoxyphenyl)-5-methyl-1,3-benzoxazole-4-carbonitrileHCID 86585896Sodium bicarbonate water

生成物 1

HCID 685848602-tert-Butyl-7-[(S)-3-(dimethylamino)pyrrolidin-1-yl]-6-(3-hydroxyphenyl)-5-methyl-1,3-benzoxazole-4-carbonitrile

試薬・触媒・溶媒 1

HCID 241Benzene溶媒2 回

実験手順

2-tert-Butyl-7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-(3-methoxyphenyl)-5-methyl-1,3-benzoxazole-4-carbonitrile (I-23) (10 mg, 23.1 μmol) was dissolved (partially suspended) in benzene (2.0 ml), and dropwise added to a benzene (2.0 ml) suspension reflux liquid of aluminium chloride (9.2 mg, 69.0 μmol). The benzene wash (8.0 ml) of the eggplant-type flask with the starting material adhering thereto was also added, followed by refluxing for 0.5 hours. After cooling, aluminium chloride (61.7 mg, 462 μmol) was further added, followed by further stirring under reflux for 15 minutes. After cooling, saturated sodium bicarbonate water (50 ml) was added to the reaction liquid, the product was extracted with chloroform (50 ml×2), ethyl acetate (50 ml).

後処理

  1. washThe benzene wash (8.0 ml) of the eggplant-type flask with the starting material adhering
  2. additionthereto was also added
  3. temperatureby refluxing for 0.5 hours
  4. temperatureAfter cooling
  5. temperatureunder reflux for 15 minutes
  6. temperatureAfter cooling
  7. extractionthe product was extracted with chloroform (50 ml×2), ethyl acetate (50 ml)

出典と根拠

ORDレコード
ord-f1fbc936f0934ad7a1f753de2457b8f9
出典データセット
uspto-grants-2010_06
特許番号
US07737166B2

関連ノート

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