1,1'-Carbonyldiimidazole → HCID 10298358、化合物

HRID 968762ノート

反応式

HRID 968762 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[O:11][CH3:12].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:25]1([CH2:28][NH:29][CH2:30][CH2:31][N:32]2[CH2:37][CH2:36][CH:35]([O:38][C:39]3[CH:44]=[CH:43][C:42]([F:45])=[C:41]([F:46])[CH:40]=3)[CH2:34][CH2:33]2)[CH2:27][CH2:26]1>C1COCC1>[CH:25]1([CH2:28][N:29]([CH2:30][CH2:31][N:32]2[CH2:33][CH2:34][CH:35]([O:38][C:39]3[CH:44]=[CH:43][C:42]([F:45])=[C:41]([F:46])[CH:40]=3)[CH2:36][CH2:37]2)[C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:2]([F:1])=[C:3]([O:11][CH3:12])[CH:4]=2)[CH2:27][CH2:26]1

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 5984364-Fluoro-3-methoxybenzoic acidHCID 70015962HCID 70015962、化合物

生成物 1

HCID 10298358HCID 10298358、化合物収率 4.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 4-fluoro-3-methoxybenzoic acid (0.082 g) in THF (1 ml) was added carbonyldiimidazole (0.078 g) and the resulting solution stirred at room temperature for 10 minutes before addition of the product of Step e (0.15 g) in THF (1.5 ml). The mixture was stirred for 2 hours and the solvent removed by evaporation to yield a colourless gum. Purification by reverse phase HPLC (with a gradient eluent system 25% MeCN/NH4OAc(aq) (0.1%) to 95% MeCN//NH4OAc(aq) (0.1%)) gave the title compound (0.011 g).

後処理

  1. customthe solvent removed by evaporation
  2. customto yield a colourless gum
  3. customPurification by reverse phase HPLC (with a gradient eluent system 25% MeCN/NH4OAc(aq) (0.1%) to 95% MeCN//NH4OAc(aq) (0.1%))

出典と根拠

ORDレコード
ord-28bc4efa037d41d68eda45ca1d52b28e
出典データセット
uspto-grants-2007_12
特許番号
US07304077B2

反応ノート

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