4-Hydroxybenzoic Acid → HCID 86638568, 화합물

HRID 1807776노트

반응식

HRID 1807776 반응식
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.[F:11][C:12]([F:33])([F:32])[C:13]([C:19]1[CH:24]=[CH:23][C:22]([CH2:25][N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[CH:21][CH:20]=1)([OH:18])[C:14]([F:17])([F:16])[F:15].C(N(CC)CC)C.CCCP1(OP(CCC)(=O)OP(CCC)(=O)O1)=O>ClCCl>[F:33][C:12]([F:11])([F:32])[C:13]([C:19]1[CH:20]=[CH:21][C:22]([CH2:25][N:26]2[CH2:31][CH2:30][N:29]([C:6]([C:5]3[CH:4]=[CH:3][C:2]([OH:1])=[CH:10][CH:9]=3)=[O:8])[CH2:28][CH2:27]2)=[CH:23][CH:24]=1)([OH:18])[C:14]([F:17])([F:16])[F:15]

참가 물질

6

반응물 4

HCID 1354-Hydroxybenzoic AcidHCID 8471TriethylamineHCID 111923Propylphosphonic anhydrideHCID 866385661,1,1,3,3,3-Hexafluoro-2-(4-(piperazin-1-ylmethyl)phenyl)propan-2-ol

생성물 1

HCID 86638568HCID 86638568, 화합물수율 9.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-Hydroxybenzoic acid (2.045 mmol, 0.282 g), 1,1,1,3,3,3-hexafluoro-2-(4-(piperazin-1-ylmethyl)phenyl)propan-2-ol (2.045 mmol, 0.7 g) and triethylamine (6.14 mmol, 0.853 mL, 0.621 g) were combined and stirred at room temperature in dichloromethane (5 mL). 1-Propanephosphonic acid cyclic anhydride (3.07 mmol, 1.826 mL, 1.952 g; 50% solution in ethyl acetate) was added and the reaction stirred for 2 hours. The reaction mixture was washed with saturated sodium bicarbonate solution and the organic layer dried over magnesium sulphate and concentrated under vacuum. The residue was dissolved in dichloromethane with a few drops of methanol and purified by column chromatography (dichloromethane—6% methanol in dichloromethane) to afford the title compound (90 mg). MS (ESI) m/z 463.0 [M+H]+

후처리

  1. washThe reaction mixture was washed with saturated sodium bicarbonate solution
  2. dry with materialthe organic layer dried over magnesium sulphate
  3. concentrationconcentrated under vacuum
  4. dissolutionThe residue was dissolved in dichloromethane with a few drops of methanol
  5. custompurified by column chromatography (dichloromethane—6% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-1e37f71bf7a14fbe9d4f72e059cd3e30
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357679B2

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