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Hydrochloric Acid → 4-Amino-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylic acid

HRID 508541
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HRID 508541 반응식
[NH2:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([O:16][CH3:17])[C:10]=2[F:18])[N:5]=[C:4]([CH:19]=[O:20])[CH:3]=1.Cl([O-])=[O:22].[Na+].CC(=CC)C.P([O-])([O-])(O)=O.[Na+].[Na+].Cl>C(O)(C)(C)C.O>[NH2:1][C:2]1[C:7]([F:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([O:16][CH3:17])[C:10]=2[F:18])[N:5]=[C:4]([C:19]([OH:22])=[O:20])[CH:3]=1
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참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 105532-Methyl-2-buteneHCID 24203Sodium Phosphate, DibasicHCID 23668197Sodium ChloriteHCID 86723380HCID 86723380, 화합물

생성물 1

HCID 867233814-Amino-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylic acid

시약·촉매·용매 1

HCID 714019492-Methylpropan-2-ol--water (1/1)용매

반응 조건

온도
80 °C

실험 절차

In a typical reaction, 4-amino-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropicolinaldehyde is oxidized with an excess of sodium chlorite, between 20-30 equivalents of 2-methyl-2-butene and about 5 equivalents of disodium hydrogen phosphate in a t-butanol/water mixture. The mixture is heated at about 80° C. until the reaction is complete. After cooling, the mixture is treated with dilute hydrochloric acid and extracted with ethyl acetate. The organic layer is separated and dried. The solvent is evaporated to provide crude 4-amino-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropicolinic acid.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. customThe organic layer is separated
  4. customdried
  5. customThe solvent is evaporated

출처 및 근거

ORD 기록
ord-06049c7b863b4c1f9ebd33cb986f1699
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096526B2

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