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Dimethylformamide → 4-(5-Methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile

HRID 717091
ノート
印刷プレビュー

反応式

HRID 717091 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[O:19])[C:11]3[C:16]([CH:17]=2)=[C:15]([CH3:18])[CH:14]=[CH:13][CH:12]=3)=[CH:4][CH:3]=1.[CH3:20][N:21](C=O)C>[C-]#N.[Zn+2].[C-]#N.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:18][C:15]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:16]=1[CH:17]=[C:8]([C:5]1[CH:6]=[CH:7][C:2]([C:20]#[N:21])=[CH:3][CH:4]=1)[NH:9][C:10]2=[O:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 762845543-(4-Bromophenyl)-5-methyl-1(2h)-isoquinolinone

生成物 1

HCID 898129544-(5-Methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile収率 79%

試薬・触媒・溶媒 2

HCID 11186Zinc cyanide (Zn(CN)2)触媒HCID 178418397HCID 178418397、化合物触媒

実験手順

3-(4-Bromo-phenyl)-5-methyl-2H-isoquinolin-1-one (200 mg, 0.64 mmol), zinc cyanide (90 mg, 0.76 mmol) and tetrakis(triphenylphosphine)palladium(0) (74 mg, 0.064 mmol) were stirred in DMF (2.1 mL) and degassed with N2. The reaction mixtures were irradiated using a microwave (300 W, 180° C., 30 min). The reaction mixtures were combined and the resulting precipitate was filtered, washed with DMF and water and dried to give 4-(5-methyl-1-oxo-1,2-dihydro-isoquinolin-3-yl)-benzonitrile as a yellowish solid (718 mg, 79%) which was used in the next step without further purification.

後処理

  1. customdegassed with N2
  2. customThe reaction mixtures
  3. customwere irradiated
  4. customa microwave (300 W, 180° C., 30 min)
  5. customThe reaction mixtures
  6. filtrationthe resulting precipitate was filtered
  7. washwashed with DMF and water
  8. customdried

出典と根拠

ORDレコード
ord-e1c5511e683f41ea9684beca2c6ba8ea
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09193689B2

反応ノート

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