1,2-Dichloroethane → Pentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate

HRID 2233819ノート

反応式

HRID 2233819 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([OH:10])=[O:9])[NH:5][C:6]=1[CH3:7].[F:11][C:12]1[C:17](O)=[C:16]([F:19])[C:15]([F:20])=[C:14]([F:21])[C:13]=1[F:22].C(Cl)CCl>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:8]([O:10][C:17]2[C:16]([F:19])=[C:15]([F:20])[C:14]([F:21])=[C:13]([F:22])[C:12]=2[F:11])=[O:9])[NH:5][C:6]=1[CH3:7]

参加物

5

反応物 3

HCID 111,2-DichloroethaneHCID 13041PentafluorophenolHCID 685182224-Bromo-5-methyl-1H-pyrrole-2-carboxylic acid2 回

生成物 1

HCID 86608241Pentafluorophenyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-Bromo-5-methyl-1H-pyrrole-2-carboxylic acid (Intermediate 18, 2.16 g, 10.59 mmol) was dissolved an THF (10 ml). Pentafluorophenol and EDC (2.03 g, 10.59 mmol) were added and the mixture was stirred at room temperature for 6 h. The solvent was removed under vacuum and EtOAc (50 ml) was added. The organic phase was washed with water, 10% Na2CO3 (2×25 ml), water (50 ml) and brine (50 ml), dried over Na2SO4 and concentrated in vacuo to give the title compound as an off white solid (2.23 g).

後処理

  1. customThe solvent was removed under vacuum and EtOAc (50 ml)
  2. additionwas added
  3. washThe organic phase was washed with water, 10% Na2CO3 (2×25 ml), water (50 ml) and brine (50 ml)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-cfc3bb55ab7441d9bdd745ac1b62c088
出典データセット
uspto-grants-2010_05
特許番号
US07709503B2

反応ノート

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