Hydrochloric Acid → 4-(5-Methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzoic acid

HRID 717092ノート

反応式

HRID 717092 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:13]1[CH:20]=[CH:19][C:16]([C:17]#N)=[CH:15][CH:14]=1)[NH:6][C:7]2=[O:12].[OH-:21].[Na+].Cl.[OH2:24]>>[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([C:13]1[CH:20]=[CH:19][C:16]([C:17]([OH:24])=[O:21])=[CH:15][CH:14]=1)[NH:6][C:7]2=[O:12]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 898129544-(5-Methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile

生成物 1

HCID 898128824-(5-Methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzoic acid収率 63%

実験手順

To 4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile (100 mg, 0.38 mmol) was added 2M NaOH (1.5 mL) and the reaction mixture irradiated using a microwave (300 W, 130° C., 20 min). The reaction mixtures was diluted with water and adjusted to pH2 with 2M HCl whereupon a pale yellow solid precipitated out of solution. The solid was filtered, washed with water and dried. The solid was dissolved in DMF and passed through a Si-thiol cartridge to remove any residual palladium, eluting with DMF. The eluent was removed in vacuo to give 4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzoic acid as a pale yellow solid (120 mg, 63%).

後処理

  1. customthe reaction mixture irradiated
  2. customa microwave (300 W, 130° C., 20 min)
  3. customThe reaction mixtures
  4. customprecipitated out of solution
  5. filtrationThe solid was filtered
  6. washwashed with water
  7. customdried
  8. dissolutionThe solid was dissolved in DMF
  9. customto remove any residual palladium
  10. washeluting with DMF
  11. customThe eluent was removed in vacuo

出典と根拠

ORDレコード
ord-3d09cb1ad1fb44f9bfcabac2baef7469
出典データセット
uspto-grants-2015_11
特許番号
US09193689B2

反応ノート

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