Hydrochloric Acid → 4-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]benzaldehyde

HRID 1920033

反応式

HRID 1920033 の反応式
[O:1]1CCO[CH:2]1[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[N:17][C:18]=3[C:28]3[CH:29]=[N:30][NH:31][CH:32]=3)[N:13]=2)=[CH:8][CH:7]=1.Cl>CN1C(=O)CCC1>[C:22]1([C:21]2[C:12]([C:9]3[CH:8]=[CH:7][C:6]([CH:2]=[O:1])=[CH:11][CH:10]=3)=[N:13][C:14]3[C:19]([CH:20]=2)=[C:18]([C:28]2[CH:29]=[N:30][NH:31][CH:32]=2)[N:17]=[CH:16][CH:15]=3)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 57500724HCID 57500724、化合物

生成物 1

HCID 575007264-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]benzaldehyde

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
80 °C

実験手順

To a solution of 2-[4-(1,3-dioxolan-2-yl)phenyl]-3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridine (1-2) (1.0 g, 2.4 mmol) in NMP (25 mL) was added 6N HCl (10 mL). The reaction was heated at 80° C. for 1 hour. The reaction mixture was cooled to room temperature, slowly quenched into saturated sodium bicarbonate and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and concentrated under vacuum to give 4-[3-phenyl-5-(1H-pyrazol-4-yl)-1,6-naphthyridin-2-yl]benzaldehyde (1-3) as a white solid. MS (M+H)+: calculated 377.42; found 377.51

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customslowly quenched into saturated sodium bicarbonate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined organic layers were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-286fe8e00f3b4f1482a70e9aeca62605
出典データセット
uspto-grants-2012_05
特許番号
US08168652B2

関連ノート

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