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Cesium carbonate → 4-Chloro-2-[[2-chloro-4-(ethylsulfonyl)phenyl]amino]-benzenepropanoic acid

HRID 910871
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반응식

HRID 910871 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][C:15]=2[Cl:24])[CH:3]=1.[CH2:25](S(C1C=CC(F)=C(Cl)C=1)(=O)=O)C.C(=O)([O-])[O-].[Cs+].[Cs+]>CN1C(=O)CCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH2:23][CH3:25])(=[O:21])=[O:22])=[CH:16][C:15]=2[Cl:24])[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 115528094-Chloro-2-[[2-chloro-4-(methylsulfonyl)phenyl]amino]-benzenepropanoic acidHCID 579047252-Chloro-4-(ethylsulfonyl)-1-fluorobenzene

생성물 1

HCID 115821354-Chloro-2-[[2-chloro-4-(ethylsulfonyl)phenyl]amino]-benzenepropanoic acid

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A solution of the product from example 49 step (iii) (0.163 g) and the product of example 4 step (i) (0.200 g) and caesium carbonate (0.239 g) in NMP (10 ml) was refluxed at 100° C. for 3 hours. The mixture was partitioned between 2M sodium hydroxide and diethyl ether. The aqueous layer was acidified with 2M hydrochloric acid, extracted with ethyl acetate and the organic layer dried and concentrated under reduced pressure to give an oil. The residue was purified using RP prep HPLC. Yield 0.044 g.

후처리

  1. customThe mixture was partitioned between 2M sodium hydroxide and diethyl ether
  2. extractionextracted with ethyl acetate
  3. customthe organic layer dried
  4. concentrationconcentrated under reduced pressure
  5. customto give an oil
  6. customThe residue was purified

출처 및 근거

ORD 기록
ord-07ab93282da34d8aa8ac9937edbc7608
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022248B2

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