4-Methylmorpholine → HCID 10724280, 화합물

HRID 636314

반응식

HRID 636314 반응식
[C:1]1(CCCC(O)=O)[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1.[CH3:23][N:24]1[CH2:29][CH2:28]O[CH2:26][CH2:25]1.[CH:30]1(N=C=NC2CCCCC2)[CH2:35]CCC[CH2:31]1.[OH:45]N1C2C=CC=CC=2N=N1.[N+:55]([C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=1[S:64]([N:67]1[CH2:81]CNCCC[N:75]([S:82]([C:85]2[CH:90]=[CH:89][CH:88]=[CH:87][C:86]=2[N+:91]([O-:93])=[O:92])(=[O:84])=[O:83])[CH2:74][C:73]2[N:94]=[C:69]([CH:70]=[CH:71][CH:72]=2)[CH2:68]1)(=[O:66])=[O:65])([O-:57])=[O:56]>C(Cl)Cl>[C:1]1([CH2:31][CH2:30][CH2:35][C:23]([N:24]2[CH2:29][CH2:28][CH2:81][N:67]([S:64]([C:59]3[CH:60]=[CH:61][CH:62]=[CH:63][C:58]=3[N+:55]([O-:57])=[O:56])(=[O:65])=[O:66])[CH2:68][C:69]3[N:94]=[C:73]([CH:72]=[CH:71][CH:70]=3)[CH2:74][N:75]([S:82]([C:85]3[CH:90]=[CH:89][CH:88]=[CH:87][C:86]=3[N+:91]([O-:93])=[O:92])(=[O:83])=[O:84])[CH2:26][CH2:25]2)=[O:45])[C:14]2[C:15]3=[C:16]4[C:11](=[CH:12][CH:13]=2)[CH:10]=[CH:9][CH:8]=[C:7]4[CH:6]=[CH:5][C:4]3=[CH:3][CH:2]=1

참가 물질

7

반응물 5

HCID 79724-MethylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 769771-Pyrenebutanoic acidHCID 10555399HCID 10555399, 화합물

생성물 1

HCID 10724280HCID 10724280, 화합물수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 1-pyrenebutyric acid (0.87 g, 3.0 mmol) and 4-methylmorpholine (0.59 g, 5.9 mmol) in 20 mL of anhydrous CH2Cl2 was stirred at rt for 30 min. After addition of 1,3-dicyclohexylcarbodiimide (DCC) (0.62 g, 3.0 mmol) and 1-hydroxybenzotriazole (HOBT) (0.41 g, 3.0 mmol), the resulting solution was stirred at rt for another 30 min. A solution of 3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (from Example 72, 1.77 g, 3.0 mmol) was added to the above solution and the resulting solution was stirred at rt for 40 h. The solution was filtered and the filtrate was washed with brine , dried (Na2SO4) and concentrated. The residue was purified by flash chromatography on a silica gel column using 100:1 CH2Cl2—MeOH as an eluent to give 2.36 g (92%) of the title compound as a pale yellow foam.

후처리

  1. stirringthe resulting solution was stirred at rt for another 30 min
  2. stirringthe resulting solution was stirred at rt for 40 h
  3. filtrationThe solution was filtered
  4. washthe filtrate was washed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customThe residue was purified by flash chromatography on a silica gel column

출처 및 근거

ORD 기록
ord-687c2ab313534964ac1e145c8309a1e3
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06191273B1

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