Hydrochloric Acid → HCID 22674069, 화합물

HRID 1173140노트

반응식

HRID 1173140 반응식
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[Br:12].FC(F)(F)C([N:17]1[CH2:26][CH2:25][C:24]2[C:19](=[CH:20][C:21]([S:27](Cl)(=[O:29])=[O:28])=[CH:22][CH:23]=2)[CH2:18]1)=O.[OH-].[Na+].Cl.[C:36](OC(=O)C)(=[O:38])[CH3:37]>[Cl-].[Na+].O.N1C=CC=CC=1.C(O)C>[Br:12][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[N:4]=[CH:3][C:2]([N:1]([C:36](=[O:38])[CH3:37])[S:27]([C:21]1[CH:20]=[C:19]3[C:24]([CH2:25][CH2:26][NH:17][CH2:18]3)=[CH:23][CH:22]=1)(=[O:28])=[O:29])=[CH:11]2

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 113249022-(Trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chlorideHCID 226741618-Bromoquinolin-3-amine

생성물 1

HCID 22674069HCID 22674069, 화합물

시약·촉매·용매 3

HCID 702Ethanol용매HCID 1049Pyridine용매HCID 57417360Sodium chloride; water용매

실험 절차

180 mg of white crystals were obtained using 145 mg (0.65 mmol, Production Example 5b) of 3-amino-8-bromoquinoline and 277 mg (0.85 mmol) of 1,2,3,4-tetrahydro-2-(trifluoroacetyl)isoquinoline-7-sulfonyl chloride in the same manner as in Synthetic Example 1b. Ethanol (20 ml) and an aqueous 1 N sodium hydroxide solution (0.5 ml) were added to the crystals, followed by stirring at room temperature for 30 minutes. An aqueous 1 N hydrochloric acid solution (0.4 ml) was added to the reaction solution, followed by extracting with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated, to give the residue. Pyridine (0.5 ml) and acetic acid anhydride (0.014 ml) were added to the residue, followed by stirring at room temperature for one hour. Brine was added thereto, followed by extracting with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated. Then, the residue was purified by silica gel chromatography, to give 113 mg of the title compound.

후처리

  1. extractionby extracting with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated
  5. customto give the residue
  6. stirringby stirring at room temperature for one hour
  7. extractionby extracting with ethyl acetate
  8. dry with materialThe organic layer was dried over magnesium sulfate
  9. concentrationconcentrated
  10. customThen, the residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-a2cf3dc594a0463f978727b367015248
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834049B2

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