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Hydrochloric Acid → HCID 131732291, 화합물

HRID 2272330
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HRID 2272330 반응식
[OH-].[Na+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]([C:15]2[C:35]([CH:36]3[CH2:38][CH2:37]3)=[CH:34][C:18]3[C:19]([C:29]([O:31]CC)=[O:30])=[C:20]([C:22]4[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=4)[O:21][C:17]=3[CH:16]=2)[S:11]([CH3:14])(=[O:13])=[O:12])=[CH:6][C:5]=1[Cl:39].CCOC(C)=O.Cl>C1COCC1.CO>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]([C:15]2[C:35]([CH:36]3[CH2:37][CH2:38]3)=[CH:34][C:18]3[C:19]([C:29]([OH:31])=[O:30])=[C:20]([C:22]4[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=4)[O:21][C:17]=3[CH:16]=2)[S:11]([CH3:14])(=[O:12])=[O:13])=[CH:6][C:5]=1[Cl:39]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium Hydroxide2회HCID 131732290HCID 131732290, 화합물

생성물 1

HCID 131732291HCID 131732291, 화합물수율 94%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 8028Tetrahydrofuran용매2회

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온도
60 °C

실험 절차

A 1M solution of NaOH (1.877 mL, 1.877 mmol) was added to a solution of ethyl 6-(N-(4-bromo-3-chlorophenyl)methylsulfonamido)-2-(4-chlorophenyl)-5-cyclopropylbenzofuran-3-carboxylate (234 mg, 0.375 mmol) in THF (2 mL) and MeOH (1 mL) at RT. After 1 h a white precipitate formed but starting material is still evident by LCMS. THF (3 mL) and a 4N solution of NaOH (1 mL) were added and the mixture was heated to 60° C. for 4 h. EtOAc was added and the aqueous layer was made acidic with the addition of 1N HCl. The organic layer was separated, washed with water, brine, dried over Na2SO4, filtered and concentrated to give 6-(N-(4-bromo-3-chlorophenyl)methylsulfonamido)-2-(4-chlorophenyl)-5-cyclopropylbenzofuran-3-carboxylic acid (220 mg, 0.351 mmol, 94% yield) as a white solid. LCMS (m/z, ES+)=594.0 (M−H).

후처리

  1. customAfter 1 h a white precipitate formed
  2. customThe organic layer was separated
  3. washwashed with water, brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dedb0c13cc85484ba37d148d31f4cc70
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09119868B2

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