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Water → HCID 66664617, 화합물

HRID 2174939
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HRID 2174939 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([N+:12]([O-:14])=[O:13])=[C:5]2Cl.[CH3:16][O:17][C:18]1[N:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1.O>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([N+:12]([O-:14])=[O:13])=[C:5]2[NH:24][C:21]1[CH:22]=[N:23][C:18]([O:17][CH3:16])=[CH:19][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 811216-Methoxy-3-pyridinylamineHCID 219841286-Bromo-4-chloro-3-nitroquinoline

생성물 1

HCID 66664617HCID 66664617, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

6-Bromo-4-chloro-3-nitroquinoline (compound of step 1, 5.2 mmol) and 6-methoxypyridin-3-amine (commercially available, 5.2 mmol) was dissolved in acetic acid (5 mL) and the mixture was stirred overnight. Water was added and the yellow precipitate was filtered off. The precipitate was washed with water and dried. The solid obtained was partitioned and extracted with EtOAc and THF, washed with saturated aqueous NaHCO3. The organic layer was dried over anhydrous sodium sulfate and concentrated to obtain the title compound. 1H NMR (DMSO-d6, 300 MHz): 10.03 (s, 1H), 9.01 (s, 1H), 8.72 (d, J=1.5 Hz, 1H), 8.04-7.90 (m, 3H), 7.50 (dd, J=2.4, 8.7 Hz, 1H), 6.82 (d, J=9.0 Hz, 1H), 3.85 (s, 3H); MS (m/z): 377.0 (M+1)+.

후처리

  1. filtrationthe yellow precipitate was filtered off
  2. washThe precipitate was washed with water
  3. customdried
  4. customThe solid obtained
  5. customwas partitioned
  6. extractionextracted with EtOAc and THF
  7. washwashed with saturated aqueous NaHCO3
  8. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9c08a981b1304f97a005d63f525aa1a5
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09062046B2

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