Hydrochloric Acid → HCID 178505616, 화합물

HRID 230165노트

반응식

HRID 230165 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 178505616HCID 178505616, 화합물수율 31.8%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3e7ea16521274963b7c6b5e33c032aba
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566708B2

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