Acetic Acid → HCID 86722244、化合物

HRID 869399ノート

反応式

HRID 869399 の反応式
[NH2:1][C:2]1[C:6]2[C:7]([Cl:13])=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:14](=[O:28])[CH:15]=[CH:16][C:17]1[N:18]=[C:19]([NH:22][C:23](=[O:27])[CH:24]([CH3:26])[CH3:25])[S:20][CH:21]=1.CC(O)=O.OP(O)(O)=O>CC#N.[Cl-].[Cl-].[Zn+2]>[Cl:13][C:7]1[C:6]2[C:2]3[NH:1][CH:16]([C:17]4[N:18]=[C:19]([NH:22][C:23](=[O:27])[CH:24]([CH3:26])[CH3:25])[S:20][CH:21]=4)[CH2:15][C:14](=[O:28])[C:3]=3[O:4][C:5]=2[CH:10]=[CH:9][C:8]=1[O:11][CH3:12]

参加物

6

反応物 3

HCID 176Acetic AcidHCID 1004Phosphoric AcidHCID 86722243HCID 86722243、化合物

生成物 1

HCID 86722244HCID 86722244、化合物収率 19.2%

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

To a mixture of 11E (2.6 g, 6.19 mmol) in MeCN (30 mL) was added ZnCl2 (1.27 g, 1.5 eq, 9.3 mmol) at room temperature, followed by AcOH (30 mL) and H3PO4 (30 mL) The reaction mixture was stirred 80° C. overnight. After reaction completed, the mixture was cooled and poured into crushed ice under stirring, neutralized to pH=7˜8, extracted with ethyl acetate, dried and concentrated to give 1.6 g of crude product, which was purified by column chromatography on silica gel to give 500 mg of pure product (11F).

後処理

  1. customAfter reaction
  2. temperaturethe mixture was cooled
  3. additionpoured
  4. custominto crushed ice
  5. stirringunder stirring
  6. extractionextracted with ethyl acetate
  7. customdried
  8. concentrationconcentrated
  9. customto give 1.6 g of crude product, which
  10. customwas purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-8de8db36e93743beac580d3ea7b1ab47
出典データセット
uspto-grants-2015_03
特許番号
US08969373B2

反応ノート

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