Triethylamine → Perfluorophenyl 1-chloroisoquinoline-6-sulfonate

HRID 1473329노트

반응식

HRID 1473329 반응식
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[C:5]([F:10])=[C:4]([F:11])[C:3]=1[OH:12].[Cl:13][C:14]1[C:23]2[C:18](=[CH:19][C:20]([S:24](Cl)(=[O:26])=[O:25])=[CH:21][CH:22]=2)[CH:17]=[CH:16][N:15]=1.C(N(CC)CC)C>C(Cl)Cl>[Cl:13][C:14]1[C:23]2[C:18](=[CH:19][C:20]([S:24]([O:12][C:3]3[C:2]([F:1])=[C:7]([F:8])[C:6]([F:9])=[C:5]([F:10])[C:4]=3[F:11])(=[O:26])=[O:25])=[CH:21][CH:22]=2)[CH:17]=[CH:16][N:15]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 13041PentafluorophenolHCID 861938101-Chloroisoquinoline-6-sulfonyl chloride

생성물 1

HCID 86687382Perfluorophenyl 1-chloroisoquinoline-6-sulfonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2,3,4,5,6-Pentafluorophenol (2.73 g, 14.82 mmol) was dissolved in DCM (49.4 ml). 1-chloroisoquinoline-6-sulfonyl chloride (2.59 g, 9.88 mmol) was added, followed by the dropwise addition of triethylamine (2.066 ml, 14.82 mmol). The reaction was stirred overnight at room temperature. The reaction was concentrated and purified by silica gel chromatography (40 g column, gradient elution 0 to 50% Et2O:Heptane) to afford perfluorophenyl 1-chloroisoquinoline-6-sulfonate as a white solid. m/z (ESI) 410.0 (M+H)+.

후처리

  1. concentrationThe reaction was concentrated
  2. custompurified by silica gel chromatography (40 g column, gradient elution 0 to 50% Et2O:Heptane)

출처 및 근거

ORD 기록
ord-769f01ae538b4f2fbf9cc92960830916
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09012443B2

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