Hydrochloric Acid → HCID 178505616、化合物

HRID 230165ノート

反応式

HRID 230165 の反応式
[NH2:1][NH2:2].COC(=O)[CH:6]([C:14]1[CH:19]=[N:18][C:17]([C:20](=O)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[Cl:27])=[C:16](Cl)[N:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13].[OH-].[Li+].Cl>C1COCC1.O>[Cl:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[C:20]1[C:17]2[C:16](=[N:15][C:14]([CH2:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[F:13])=[CH:19][N:18]=2)[NH:2][N:1]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 9321HydrazineHCID 59834346[6-Chloro-5-(2-chloro-benzoyl)-pyrazin-2-yl]-(2-fluoro-phenyl)-acetic acid methyl ester

生成物 1

HCID 178505616HCID 178505616、化合物収率 31.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Hydrazine (54 mg, 1.7 mmol) was added to a solution of [6-Chloro-5-(2-chloro-benzoyl)-pyrazin-2-yl]-(2-fluoro-phenyl)-acetic acid methyl ester (0.59 g, 1.4 mmol) in 50 mL THF at 0° C., and the reaction mixture was stirred and allowed to warm to room temperature. Lithium hydroxide (27 mg, 5.0 mmol) was added, and the reaction mixture was stirred for 64 hours at room temperature. Concentrated aqueous HCl (1 ml) was then added, and the reaction mixture was stirred for one hour at room temperature. The reaction mixture was poured into water, extracted with diethyl ether, and the combined organic phases were dried over MgSO4, filtered, and evaporated under reduced pressure. The residue was purified via chromatography using 5% ethyl acetate in hexanes as the eluent to afford 0.151 g of 3-(2-Chloro-phenyl)-6-(2-fluoro-benzyl)-1H-pyrazolo[3,4-b]pyrazine. Mass Spec. M+H=340.

後処理

  1. stirringthe reaction mixture was stirred for 64 hours at room temperature
  2. stirringthe reaction mixture was stirred for one hour at room temperature
  3. extractionextracted with diethyl ether
  4. dry with materialthe combined organic phases were dried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe residue was purified via chromatography

出典と根拠

ORDレコード
ord-3e7ea16521274963b7c6b5e33c032aba
出典データセット
uspto-grants-2009_07
特許番号
US07566708B2

反応ノート

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