Potassium Carbonate → (3-{2-[2-(4-Chloro-phenoxy)-ethyl]-1,1-dioxo-1,2-dihydro-1lambda6-benzo[e][1,2,3]thiadiazin-4-yl}-5-fluoro-2-methyl-indol-1-yl)-acetic acid tert-butyl ester

HRID 1013254노트

반응식

HRID 1013254 반응식
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1.C([O-])([O-])=O.[K+].[K+].[F:18][C:19]1[CH:20]=[C:21]2[C:25](=[CH:26][CH:27]=1)[NH:24][C:23]([CH3:28])=[C:22]2[C:29]1[C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=2[S:32](=[O:40])(=[O:39])[NH:31][N:30]=1.Br[CH2:42][C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44]>CC#N.O.C(Cl)Cl>[C:46]([O:45][C:43](=[O:44])[CH2:42][N:24]1[C:25]2[C:21](=[CH:20][C:19]([F:18])=[CH:27][CH:26]=2)[C:22]([C:29]2[C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=3[S:32](=[O:39])(=[O:40])[N:31]([CH2:2][CH2:3][O:4][C:5]3[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=3)[N:30]=2)=[C:23]1[CH3:28])([CH3:49])([CH3:48])[CH3:47]

참가 물질

8

반응물 4

HCID 11430Potassium Carbonate2회HCID 748541-(2-Bromoethoxy)-4-chlorobenzeneHCID 79177tert-Butyl bromoacetateHCID 1363886124-(5-Fluoro-2-methyl-1H-indol-3-yl)-2H-benzo[e][1,2,3]thiadiazine 1,1-dioxide

생성물 1

HCID 67316049(3-{2-[2-(4-Chloro-phenoxy)-ethyl]-1,1-dioxo-1,2-dihydro-1lambda6-benzo[e][1,2,3]thiadiazin-4-yl}-5-fluoro-2-methyl-indol-1-yl)-acetic acid tert-butyl ester

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

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온도
80 °C

실험 절차

4-Chlorophenyl 2-bromoethyl ether (16 mg, 67 μmol) and K2CO3 (10 mg, 72 μmol) were added to a solution of 4-(5-fluoro-2-methyl-1H-indol-3-yl)-2H-benzo[e][1,2,3]thiadiazine 1,1-dioxide (20 mg, 61 μmol) in CH3CN (1 mL), and stirred overnight at 80° C. An additional amount of K2CO3 (10 mg, 72 μmol) and tert-butyl bromoacetate (14 μL, 92 μmol) was added, and the reaction mixture stirred an additional 2 h at 80° C. The reaction mixture was diluted with H2O and CH2Cl2, and filtered through an Extrelut column. The Extrelut column was washed with CH2Cl2, and the filtrate was concentrated to afford the sub-title compound, which was carried onto the next step without further purification or characterization.

후처리

  1. stirringthe reaction mixture stirred an additional 2 h at 80° C
  2. filtrationfiltered through an Extrelut column
  3. washThe Extrelut column was washed with CH2Cl2
  4. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-8041fa972f6d4b75b4271984c3ae108f
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981912B2

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