Thiophenol → 2-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

HRID 69463ノート

反応式

HRID 69463 の反応式
C(=O)([O-])[O-].[K+].[K+].[O:7]1[C:11]2([CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:31][CH2:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([O:32]C)[CH:28]=5)[C:23]4=[O:34])=[CH:18][C:17]=3[F:35])[CH2:12]2)[O:10][CH2:9][CH2:8]1.C1(S)C=CC=CC=1.C(OCC)(=O)C>CN1C(=O)CCC1.O>[O:10]1[C:11]2([CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([N:22]4[CH2:31][CH2:30][C:29]5[C:24](=[CH:25][CH:26]=[C:27]([OH:32])[CH:28]=5)[C:23]4=[O:34])=[CH:18][C:17]=3[F:35])[CH2:12]2)[O:7][CH2:8][CH2:9]1

参加物

7

反応物 4

HCID 7969ThiophenolHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 68990092HCID 68990092、化合物

生成物 1

HCID 689879432-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-hydroxy-3,4-dihydro-2H-isoquinolin-1-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
200 °C

実験手順

Potassium carbonate (2.5 g) was added to a mixture of 2-[4-(1,4-dioxa-7-aza-spiro[4.4]non-7-yl)-3-fluorophenyl]-6-methoxy-3,4-dihydro-2H-isoquinolin-1-one (7.2 g) and thiophenol (2 g) in NMP (80.2 mL). Small portions of the reaction mixture were each heated for 20 min at 200° C. in a microwave. Then ethyl acetate and water were added to the mixture. The aqueous phase was extracted several times with ethyl acetate. The organic phases were combined, dried over sodium sulfate and the solvent was removed in vacuum. In this way the product was obtained with molecular weight 384.41 (C21H21FN2O4); MS (ESI): 385 (M+H+).

後処理

  1. extractionThe aqueous phase was extracted several times with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customthe solvent was removed in vacuum
  4. customIn this way the product was obtained with molecular weight 384.41 (C21H21FN2O4)

出典と根拠

ORDレコード
ord-e3782af8ed2e41cfb17a2742a7f7de26
出典データセット
uspto-grants-2014_09
特許番号
US08822495B2

反応ノート

読み込み中…