Phenyl chloroformate → [3-(2-Ethoxy-phenyl)-5-methoxy-2-oxo-2,3-dihydro-1H-indol-3-yl]-carbamic acid phenyl ester

HRID 2040440노트

반응식

HRID 2040440 반응식
[NH2:1][C:2]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH3:22])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=2)[NH:4][C:3]1=[O:13].Cl[C:24]([O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:25]>N1C=CC=CC=1>[C:27]1([O:26][C:24](=[O:25])[NH:1][C:2]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH3:22])[C:10]3[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=3)[NH:4][C:3]2=[O:13])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

4

반응물 2

HCID 15891Phenyl chloroformateHCID 575177783-Amino-3-(2-ethoxy-phenyl)-5-methoxy-1,3-dihydro-indol-2-one

생성물 1

HCID 57517779[3-(2-Ethoxy-phenyl)-5-methoxy-2-oxo-2,3-dihydro-1H-indol-3-yl]-carbamic acid phenyl ester

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

1.8 g (6 mmol) of the intermediate from Step C were dissolved in 20 ml pyridine. At 0° C. 0.99 g (6.3 mmol) phenyl chloroformate were added and afterwards the reaction mixture was stirred for 1 h at 0° C. This mixture was poured into an ice/water mixture. The pH of the aqueous phase was adjusted to 5 and the resulting mixture was extracted with ethyl acetate. The organic phase was separated, dried over magnesium sulfate and the solvent was removed in vacuo. The resulting solid (2 g) was used in the next step without further purification.

후처리

  1. customAt 0° C
  2. extractionthe resulting mixture was extracted with ethyl acetate
  3. customThe organic phase was separated
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was removed in vacuo
  6. customThe resulting solid (2 g) was used in the next step without further purification

출처 및 근거

ORD 기록
ord-f5286ad1a4b04177a50c4db7da53279d
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580842B2

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