Hydrochloric Acid → 3-(5-(3-Chloro-2-(((2',4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid

HRID 405191노트

반응식

HRID 405191 반응식
[OH-].[Na+].C1COCC1.[Cl:8][C:9]1[C:10]([CH2:35][NH:36][C:37]2[CH:42]=[CH:41][C:40]([C:43]3[CH:48]=[CH:47][C:46]([Cl:49])=[CH:45][C:44]=3[Cl:50])=[CH:39][CH:38]=2)=[C:11]([C:19]2[CH:20]=[CH:21][C:22]([C:25]([NH:27][CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])=[O:26])=[N:23][CH:24]=2)[CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:14]=1.Cl>CCOC(C)=O.[Na+].[Cl-].CO>[Cl:8][C:9]1[C:10]([CH2:35][NH:36][C:37]2[CH:42]=[CH:41][C:40]([C:43]3[CH:48]=[CH:47][C:46]([Cl:49])=[CH:45][C:44]=3[Cl:50])=[CH:39][CH:38]=2)=[C:11]([C:19]2[CH:20]=[CH:21][C:22]([C:25]([NH:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[O:26])=[N:23][CH:24]=2)[CH:12]=[C:13]([C:15]([F:16])([F:17])[F:18])[CH:14]=1

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 86674264Ethyl 3-(5-(3-chloro-2-(((2',4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate

생성물 1

HCID 866742653-(5-(3-Chloro-2-(((2',4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid

시약·촉매·용매 3

HCID 887Methanol용매HCID 5234Sodium Chloride용매HCID 8857Ethyl Acetate용매

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온도
40 °C

실험 절차

A 3M aqueous solution of NaOH (3.1 mL, 9.3 mmol) was added to a THF (12.6 mL) and MeOH (6.3 mL) solution of ethyl 3-(5-(3-chloro-2-(((2′,4′-dichloro-[1,1′-biphenyl]-4-yl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate (4.1 g, 6.3 mmol) and the resulting homogeneous mixture was heated to 40° C. After 30 min the resulting mixture was acidified with 6M aqueous HCl (1.6 mL, 9.6 mmol) diluted with EtOAc and 4M aqueous NaCl, and the layers were separated. The aqueous layer was extracted with EtOAc and the combined organics were washed with 4M NaCl, dried (Na2SO4), concentrated, and purified via HPLC to yield the title compound.

후처리

  1. customthe layers were separated
  2. extractionThe aqueous layer was extracted with EtOAc
  3. washthe combined organics were washed with 4M NaCl
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. custompurified via HPLC

출처 및 근거

ORD 기록
ord-e77e4fcada0449a7bf3ec23e5dbabbd1
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748624B2

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