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1,1'-Carbonyldiimidazole → HCID 66577308、化合物

HRID 1512691
ノート
印刷プレビュー

反応式

HRID 1512691 の反応式
[CH2:1]([O:8][CH2:9][C@H:10]([C:12]1[C:13]([CH3:35])=[N:14][O:15][C:16]=1[C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([C:29]3([C:32](O)=[O:33])[CH2:31][CH2:30]3)=[CH:25][CH:24]=2)=[CH:19][CH:18]=1)[OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH3:48][S:49]([NH2:52])(=[O:51])=[O:50].N12CCCN=C1CCCCC2>C1COCC1.CN(C)C1C=CN=CC=1>[CH2:1]([O:8][CH2:9][C@H:10]([C:12]1[C:13]([CH3:35])=[N:14][O:15][C:16]=1[C:17]1[CH:18]=[CH:19][C:20]([C:23]2[CH:28]=[CH:27][C:26]([C:29]3([C:32]([NH:52][S:49]([CH3:48])(=[O:51])=[O:50])=[O:33])[CH2:31][CH2:30]3)=[CH:25][CH:24]=2)=[CH:21][CH:22]=1)[OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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 682631,1'-Carbonyldiimidazole2 回HCID 72879MethanesulfonamideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 66577397HCID 66577397、化合物

生成物 1

HCID 66577308HCID 66577308、化合物

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine
触媒
HCID 8028Tetrahydrofuran溶媒

実験手順

1-{4′-[4-((S)-2-benzyloxy-1-hydroxy-ethyl)-3-methyl-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid (0.232 g, 0.49 mmol) was dissolved in THF (4.6 mL) along with 4-dimethylaminopyridine (0.0065 g, 0.05 mmol) and carbonyldiimidazole (0.200 g, 1.24 mmol). After stirring at room temperature for 3.5 hours, carbonyldiimidazole (0.040 g, 0.25 mmol) was added. The reaction stirred for 1 hour then methanesulfonamide (0.117 g, 1.23 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (0.242 mL, 1.62 mmol) were added and the reaction was heated to 100° C. After 40 minutes the reaction was cooled and submitted to standard aqueous workup. The residue was purified on silica gel (0-100% EtOAc in hexanes) to afford the title compound.

後処理

  1. stirringThe reaction stirred for 1 hour
  2. temperaturethe reaction was heated to 100° C
  3. temperatureAfter 40 minutes the reaction was cooled
  4. customThe residue was purified on silica gel (0-100% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-11c3f34e899047819ae3a46c23740309
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08217066B2

反応ノート

読み込み中…

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