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

HRID 2233819노트

반응식

HRID 2233819 반응식
[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]

참가 물질

5

반응물 3

HCID 111,2-DichloroethaneHCID 13041PentafluorophenolHCID 685182224-Bromo-5-methyl-1H-pyrrole-2-carboxylic acid2회

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cfc3bb55ab7441d9bdd745ac1b62c088
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709503B2

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