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Morpholine → HCID 10240432, 화합물

HRID 2237085
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HRID 2237085 반응식
C(P(C(C)(C)C)C1C=CC=CC=1C1C=CC=CC=1)(C)(C)C.CC(C)([O-])C.[Na+].[CH:28]([N:41]1[C:49]2[C:44](=[CH:45][C:46](Cl)=[CH:47][CH:48]=2)[C:43]([CH2:51][CH2:52][O:53][C:54]2[CH:62]=[CH:61][C:57]([C:58]([OH:60])=[O:59])=[CH:56][CH:55]=2)=[C:42]1[CH2:63][CH2:64][NH:65][S:66]([CH2:69][C:70]1[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=1)(=[O:68])=[O:67])([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[NH:76]1[CH2:81][CH2:80][O:79][CH2:78][CH2:77]1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C1(C)C=CC=CC=1>[CH:28]([N:41]1[C:49]2[C:44](=[CH:45][C:46]([N:76]3[CH2:81][CH2:80][O:79][CH2:78][CH2:77]3)=[CH:47][CH:48]=2)[C:43]([CH2:51][CH2:52][O:53][C:54]2[CH:62]=[CH:61][C:57]([C:58]([OH:60])=[O:59])=[CH:56][CH:55]=2)=[C:42]1[CH2:63][CH2:64][NH:65][S:66]([CH2:69][C:70]1[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=1)(=[O:68])=[O:67])([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8083MorpholineHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 9874688HCID 9874688, 화합물HCID 23676156Sodium t-butoxide

생성물 1

HCID 10240432HCID 10240432, 화합물수율 7.8%

시약·촉매·용매 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 1140Toluene용매

실험 절차

Step 1—A flask was charged with tris(dibenzylideneacetone)dipalladium(0) (0.01 eq.), 2-(di-t-butylphosphino)biphenyl (0.04 eq.), sodium t-butoxide (2.4 eq.) and the acid from Example 1 step 8 (1.0 eq.). 1.5 ml toluene (1.0 M) was added to the flask followed by morpholine (1.2 eq.) The reaction was heated to reflux for five hours. The reaction mixture was partitioned between 5% hydrochloric acid and dietheyl ether. The organic layer was washed with distilled water, followed by brine, dried over sodium sulfate and concentrated. The product was purified by preparatory LC-MS to afford 7.8% of the desired product. HRMS calc for [C43H43N3O6S+H] 730.2945 found 730.2945.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for five hours
  3. customThe reaction mixture was partitioned between 5% hydrochloric acid and dietheyl ether
  4. washThe organic layer was washed with distilled water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe product was purified by preparatory LC-MS

출처 및 근거

ORD 기록
ord-0a2a5e67aa66415aad46f65e55175e01
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07713964B2

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