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Acetic Acid → 2-Methyl-3-oxo-2,3,4,4a,5,6,8,9-octahydro-1,2,7-triaza-benzocycloheptene-7-carboxylic acid tert-butyl ester

HRID 400459
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인쇄 미리보기

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HRID 400459 반응식
C(O)(=O)C.[C:5]([O:9][C:10]([N:12]1[CH2:18][CH2:17][C:16](=O)[CH:15]([CH2:20][C:21]([OH:23])=O)[CH2:14][CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6].[CH3:24][NH:25][NH2:26]>C1COCC1.O>[C:5]([O:9][C:10]([N:12]1[CH2:18][CH2:17][C:16]2=[N:26][N:25]([CH3:24])[C:21](=[O:23])[CH2:20][CH:15]2[CH2:14][CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 6061MethylhydrazineHCID 834890002-(1-Tert-butoxycarbonyl-5-oxo-azepan-4-YL)acetic acid

생성물 1

HCID 866860582-Methyl-3-oxo-2,3,4,4a,5,6,8,9-octahydro-1,2,7-triaza-benzocycloheptene-7-carboxylic acid tert-butyl ester

시약·촉매·용매 2

HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

36 mL acetic acid was added to 10.5 g 4-carboxymethyl-5-oxo-azepane-1-carboxylic acid tert-butyl ester in 75 mL THF at 5° C. 3.1 mL methylhydrazine was added to the mixture and refluxed for 3 h. The mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine. The crude product was purified by column chromatography on silica gel to yield 6.9 g of the desired product. (M+H)+: 282

후처리

  1. temperaturerefluxed for 3 h
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. customThe crude product was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-9aead832d4484b8aaaafd492b11402f1
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08741892B2

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