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Morpholine → HCID 10240432、化合物

HRID 2237085
ノート
印刷プレビュー

反応式

HRID 2237085 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8083MorpholineHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 9874688HCID 9874688、化合物HCID 23676156Sodium t-butoxide

生成物 1

HCID 10240432HCID 10240432、化合物収率 7.8%

試薬・触媒・溶媒 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
触媒
HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0a2a5e67aa66415aad46f65e55175e01
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07713964B2

反応ノート

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