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1,1'-Carbonyldiimidazole → HCID 66577465、化合物

HRID 1512689
ノート
印刷プレビュー

反応式

HRID 1512689 の反応式
[OH:1][C@@H:2]([C:13]1[C:14]([CH3:36])=[N:15][O:16][C:17]=1[C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3([C:33]([OH:35])=O)[CH2:32][CH2:31]3)=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)[CH2:3][O:4][C@@H:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:6].C(N1C=CN=C1)(N1C=CN=C1)=O.N12CCCN=C1CCCCC2.[CH3:60][S:61]([NH2:64])(=[O:63])=[O:62]>C1COCC1>[OH:1][C@@H:2]([C:13]1[C:14]([CH3:36])=[N:15][O:16][C:17]=1[C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3([C:33]([NH:64][S:61]([CH3:60])(=[O:63])=[O:62])=[O:35])[CH2:31][CH2:32]3)=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)[CH2:3][O:4][C@@H:5]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:6]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 682631,1'-Carbonyldiimidazole4 回HCID 72879MethanesulfonamideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 66577403HCID 66577403、化合物

生成物 1

HCID 66577465HCID 66577465、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒

反応条件

温度
50 °C

実験手順

1-(4′-{4-[(S)-1-Hydroxy-2-((R)-1-phenyl-ethoxy)-ethyl]-3-methyl-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropanecarboxylic acid (0.022 g, 0.044 mmol) was dissolved in THF (3 mL) and carbonyldiimidazole (0.022 g, 0.14 mmol) was added. After 1.5 hours an additional portion of carbonyldiimidazole (0.011 g) was added. The reaction stirred for 40 minutes then carbonyldiimidazole (0.044 g) was added. The reaction stirred overnight then carbonyldiimidazole (0.044 g) was added and the reaction was heated to 50° C. After heating for 3 hours, 1,8-diazabicyclo[5.4.0]undec-7-ene (0.100 mL, 0.67 mmol) and methanesulfonamide (0.050 g, 0.53 mmol) were added and the reaction was heated to 100° C. The reaction was monitored by analytical LCMS and when it was complete it was cooled and purified on preparatory HPLC to afford the title compound.

後処理

  1. stirringThe reaction stirred overnight
  2. temperatureAfter heating for 3 hours
  3. temperaturethe reaction was heated to 100° C
  4. temperaturewas cooled
  5. custompurified on preparatory HPLC

出典と根拠

ORDレコード
ord-711c8c8a967e4820832e5ccff85bf186
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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