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Water → 2-[1-(4-cyanophenyl)-7-methoxy-3-methyl-3H-pyrazolo[3,4-c]quinolin-8-yloxy]-2-(4-fluorophenyl)acetamide

HRID 2404239
ノート
印刷プレビュー

反応式

HRID 2404239 の反応式
[OH:1][C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:14]([CH3:25])[N:15]=[C:16]([C:17]4[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=4)[C:5]=3[C:4]=2[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:33]([C:37]1[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=1)[C:34]([NH2:36])=[O:35].O>CN(C)C=O>[C:21]([C:20]1[CH:23]=[CH:24][C:17]([C:16]2[C:5]3[C:4]4[CH:3]=[C:2]([O:1][CH:33]([C:37]5[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=5)[C:34]([NH2:36])=[O:35])[C:11]([O:12][CH3:13])=[CH:10][C:9]=4[N:8]=[CH:7][C:6]=3[N:14]([CH3:25])[N:15]=2)=[CH:18][CH:19]=1)#[N:22]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 109663582-Bromo-2-(4-fluorophenyl)acetamideHCID 178486780HCID 178486780、化合物

生成物 1

HCID 565925182-[1-(4-cyanophenyl)-7-methoxy-3-methyl-3H-pyrazolo[3,4-c]quinolin-8-yloxy]-2-(4-fluorophenyl)acetamide収率 47.6%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
120 °C

実験手順

4-(8-Hydroxy-7-methoxy-3-methyl-3H-pyrazolo[3,4-c]quinolin-1-yl)benzonitrile (97.7 mg, 296 μmol) is dissolved in N,N-dimethylformamide (3.7 ml). Potassium carbonate (102 mg, 738 μmol) and 2-bromo-2-(4-fluorophenyl)acetamide (170 mg, 733 μmol) are subsequently added. The reaction mixture is stirred at 120° C. for 18 h. When the reaction is complete, the mixture is poured into water (50 ml) and extracted three times with ethyl acetate (50 ml each time). The combined organic phases are dried over Na2SO4, filtered with suction and evaporated in vacuo. The residue is then suspended in a little 2-propanol, filtered off with suction and dried in a high vacuum, giving 2-[1-(4-cyanophenyl)-7-methoxy-3-methyl-3H-pyrazolo[3,4-c]quinolin-8-yloxy]-2-(4-fluorophenyl)acetamide (68 mg, 141 μmol) as a solid having a melting point of 249.2° C. MS: 482.1 (M+H+), TLC (HPTLC): Rf=0.31 (ethyl acetate/ethanol 8:1, parts by volume).

後処理

  1. extractionextracted three times with ethyl acetate (50 ml each time)
  2. dry with materialThe combined organic phases are dried over Na2SO4
  3. filtrationfiltered with suction
  4. customevaporated in vacuo
  5. filtrationfiltered off with suction
  6. customdried in a high vacuum

出典と根拠

ORDレコード
ord-33291f23af574339a155858e87dac940
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08802712B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート