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

HRID 1842990노트

반응식

HRID 1842990 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0f64fe9732da4740a36a652f2a5c491d
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

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