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Hydrochloric Acid → 2-(1H-Indazol-5-yloxy)-5-fluorobenzonitrile

HRID 220218
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HRID 220218 반응식
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([O:13][C:14]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:15]=3[C:16]#[N:17])=[CH:10][CH:11]=2)[CH:6]=[N:5]1)(=O)C.Cl.[OH-].[Na+].O>CO>[NH:4]1[C:12]2[C:7](=[CH:8][C:9]([O:13][C:14]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:15]=3[C:16]#[N:17])=[CH:10][CH:11]=2)[CH:6]=[N:5]1
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 575522842-(1-acetyl-1H-indazol-5-yloxy)-5-fluorobenzonitrile

생성물 1

HCID 574187532-(1H-Indazol-5-yloxy)-5-fluorobenzonitrile수율 91.2%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

2-(1-Acetyl-1H-indazol-5-yloxy)-5-fluorobenzonitrile (369.4 mL, 221.7 mmol) in 370 mL MeOH was treated with 1.0 N HCl (243.8 mL, 243.8 mmol) at ambient temperature. The brown suspension was warmed to 70° C. for 28 hours and then cooled to 0° C. Sodium hydroxide (254.9 mL, 254.9 mmol) was added, followed by water (400 mL). The reaction was stirred at 0° C. for 15 minutes and then filtered. The solids were washed with water (1.5 and dried under high vacuum at 40° C. for 72 hours to provide 51.2 g of the desired product as a tan solid (91% yield for steps 2 and 3).

후처리

  1. temperaturecooled to 0° C
  2. filtrationfiltered
  3. washThe solids were washed with water (1.5
  4. customdried under high vacuum at 40° C. for 72 hours

출처 및 근거

ORD 기록
ord-fdfe3b45dcf14d04a9f954999320dbad
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08202899B2

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