Triethylamine → Perfluorophenyl 1-chloroisoquinoline-6-sulfonate

HRID 1473329ノート

反応式

HRID 1473329 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 86687382Perfluorophenyl 1-chloroisoquinoline-6-sulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード
ord-769f01ae538b4f2fbf9cc92960830916
出典データセット
uspto-grants-2015_04
特許番号
US09012443B2

反応ノート

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