Pyridine → Ethyl 2-(4-(3-chloropropylsulfonamido)-3-fluorophenyl)propanoate

HRID 1842990ノート

反応式

HRID 1842990 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][S:5](Cl)(=[O:7])=[O:6].[NH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:12][C:11]=1[F:23].N1C=CC=CC=1>C(Cl)Cl>[Cl:1][CH2:2][CH2:3][CH2:4][S:5]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:12][C:11]=1[F:23])(=[O:7])=[O:6]

参加物

5

反応物 3

HCID 1049PyridineHCID 154103-Chloropropanesulphonyl chlorideHCID 20364696Ethyl 2-(4-amino-3-fluorophenyl)propanoate

生成物 1

HCID 86672169Ethyl 2-(4-(3-chloropropylsulfonamido)-3-fluorophenyl)propanoate収率 90.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Chloropropanesulfonyl chloride (0.576 mL, 4.73 mmol) was added to a solution of ethyl 2-(4-amino-3-fluorophenyl)propanoate (1 g, 4.735 mmol) and pyridine (0.382 mL, 4.735 mmol) in DCM (18 mL) at 0° C. The reaction mixture was stirred for 1 h, after it was partitioned between DCM (10 mL) and 1N hydrochloric acid (10 mL). The organic phase was separated and dried over magnesium sulfate, filtered and concentrated in vacuo to afford ethyl 2-(4-(3-chloropropylsulfonamido)-3-fluorophenyl)propanoate as an oil (1.5 g).

後処理

  1. customafter it was partitioned between DCM (10 mL) and 1N hydrochloric acid (10 mL)
  2. customThe organic phase was separated
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-0f64fe9732da4740a36a652f2a5c491d
出典データセット
uspto-grants-2015_02
特許番号
US08946204B2

反応ノート

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