Cesium carbonate → (RS)-N-(Ethoxycarbonyl)-S-[3-({[4-(isopropylamino)-6-methoxyquinazolin-7-yl]oxy}-methyl)phenyl]-S-methylsulphoximide

HRID 249973ノート

反応式

HRID 249973 の反応式
[CH:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([OH:17])=[C:12]([O:15][CH3:16])[CH:13]=2)[N:8]=[CH:7][N:6]=1)([CH3:3])[CH3:2].Br[CH2:19][C:20]1[CH:21]=[C:22]([S:26]([CH3:34])(=[N:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])=[O:27])[CH:23]=[CH:24][CH:25]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CC(C)=O>[CH2:32]([O:31][C:29]([N:28]=[S:26]([C:22]1[CH:23]=[CH:24][CH:25]=[C:20]([CH2:19][O:17][C:11]2[CH:10]=[C:9]3[C:14]([C:5]([NH:4][CH:1]([CH3:3])[CH3:2])=[N:6][CH:7]=[N:8]3)=[CH:13][C:12]=2[O:15][CH3:16])[CH:21]=1)([CH3:34])=[O:27])=[O:30])[CH3:33]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 57788029(RS)-S-[3-(bromomethyl)phenyl]-N-(ethoxycarbonyl)-S-methylsulphoximideHCID 1358608004-(Isopropylamino)-6-methoxyquinazolin-7-ol

生成物 1

HCID 57787986(RS)-N-(Ethoxycarbonyl)-S-[3-({[4-(isopropylamino)-6-methoxyquinazolin-7-yl]oxy}-methyl)phenyl]-S-methylsulphoximide

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

4-(Isopropylamino)-6-methoxyquinazolin-7-ol (65 mg, 0.21 mmol) and (RS)-S-[3-(bromomethyl)phenyl]-N-(ethoxycarbonyl)-S-methylsulphoximide (102 mg, 0.27 mmol) are suspended in 14 ml of acetone. After addition of caesium carbonate (2427 mg, 0.74 mmol), the reaction mixture is stirred at reflux for 3 hours. After cooling, the batch is concentrated, the residue is taken up in ethyl acetate, and the organic phase is washed with water and dried over sodium sulphate. After removal of the solvent, the residue (144 mg, 97% of theory) is employed in the next reaction without further purification.

後処理

  1. temperatureat reflux for 3 hours
  2. temperatureAfter cooling
  3. concentrationthe batch is concentrated
  4. washthe organic phase is washed with water
  5. dry with materialdried over sodium sulphate
  6. customAfter removal of the solvent
  7. customthe residue (144 mg, 97% of theory) is employed in the next reaction without further purification

出典と根拠

ORDレコード
ord-45546735ad3c4b4490aea5f859f67e4b
出典データセット
uspto-grants-2011_01
特許番号
US07863283B2

反応ノート

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