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Acetyl chloride → N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamide

HRID 905718
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인쇄 미리보기

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HRID 905718 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([F:12])[CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[CH2:7]2.C(N(CC)CC)C.[C:20](Cl)(=[O:22])[CH3:21]>O1CCCC1>[F:12][C:4]1[CH:5]=[C:6]2[C:10](=[C:2]([NH:1][C:20](=[O:22])[CH3:21])[CH:3]=1)[NH:9][C:8](=[O:11])[CH2:7]2
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참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 592500547-Amino-5-fluoroindolin-2-one

생성물 1

HCID 66608895N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamide수율 96.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

A stirred solution of 7-amino-5-fluoro-1,3-dihydro-indol-2-one (1.0 g, 6 mmol) obtained from Example 4 in 30 ml of tetrahydrofuran was added with triethylamine (1.3 ml, 9 mmol). The solution was cooled down to 0° C. in an ice-water bath and added with acetyl chloride (1.3 ml, 9 mmol) dropwise. The resulting mixture was heated to reflux for 1.5 hours and cooled until precipitate was formed. The solid was filtered, washed with water (50 ml×3) and dried in vacuo to give N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamide (1.2 g, 96%) as a white solid.

후처리

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 1.5 hours
  3. temperaturecooled until precipitate
  4. customwas formed
  5. filtrationThe solid was filtered
  6. washwashed with water (50 ml×3)
  7. customdried in vacuo

출처 및 근거

ORD 기록
ord-8798eb44c04d402e98714fbbb541681d
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08012966B2

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