N-(2-formyl-5,8-dioxo-5,8-dihydroquinolin-7-yl)acetamide → 7-N-acetyldemethyllavendamycin methyl ester

HRID 378332노트

반응식

HRID 378332 반응식
[C:1]([NH:4][C:5]1[C:14](=[O:15])[C:13]2[N:12]=[C:11]([CH:16]=O)[CH:10]=[CH:9][C:8]=2[C:7](=[O:18])[CH:6]=1)(=[O:3])[CH3:2].CN(C[CH2:23][O:24][C:25](=[O:39])[C@H:26]([CH2:29][C:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[NH:32][CH:31]=1)[NH:27]C)C>C1(OC)C=CC=CC=1>[CH3:2][C:1]([NH:4][C:5]1[C:14](=[O:15])[C:13]2[N:12]=[C:11]([C:16]3[N:27]=[C:26]([C:25]([O:24][CH3:23])=[O:39])[CH:29]=[C:30]4[C:38]5[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=5[NH:32][C:31]=34)[CH:10]=[CH:9][C:8]=2[C:7](=[O:18])[CH:6]=1)=[O:3]

참가 물질

4

반응물 2

HCID 11586798N-(2-formyl-5,8-dioxo-5,8-dihydroquinolin-7-yl)acetamideHCID 21967309Methyltryptophan n,n-dimethylaminoethyl ester

생성물 1

HCID 116621517-N-acetyldemethyllavendamycin methyl ester

시약·촉매·용매 1

HCID 7519Anisole용매

반응 조건

온도
100 °C

실험 절차

7-N-ACETYLLAVENDAMYCIN N,N-DIMETHYLAMINOETHYL ESTER (Compound 19, Table I): 7-Acetamido-2-formylquinoline-5,8-dione (23) (prepared as described in Example 23) (317 mg, 0.13 mmol) was dissolved in 16 ml of dry anisole and heated to 80° C. b -methyltryptophan N,N-dimethylaminoethyl ester (41) (prepared as described in Example 41) (37.5 mg, 0.13 mmol) was added with stirring, and the stirred mixture was heated at 100° C. for 5.5 hr. The reaction mixture was allowed to cool to room temperature and the solid was filtered. The filtrate was distilled under vacuum to dryness. Ethyl acetate (3 ml) was added, and the mixture was stirred. Upon filtration 24.5 mg (a yield of 36%) of an orange solid was obtained.

후처리

  1. additionwas added
  2. temperatureto cool to room temperature
  3. filtrationthe solid was filtered
  4. distillationThe filtrate was distilled under vacuum to dryness
  5. additionEthyl acetate (3 ml) was added
  6. stirringthe mixture was stirred
  7. filtrationUpon filtration 24.5 mg (a yield of 36%) of an orange solid
  8. customwas obtained

출처 및 근거

ORD 기록
ord-f6fcac99e9f845e788d96a30dc1029d8
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06030983

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