Isopropanol → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

HRID 1057333

반응식

HRID 1057333 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[N:4][CH:3]=1.[F:19][C:20]1[CH:26]=[C:25]([CH3:27])[C:24]([OH:28])=[CH:23][C:21]=1[NH2:22].C(O)(C)C>CC(O)CCC>[F:19][C:20]1[CH:26]=[C:25]([CH3:27])[C:24]([OH:28])=[CH:23][C:21]=1[NH:22][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[N:4][CH:3]=1

참가 물질

5

반응물 3

HCID 3776IsopropanolHCID 101540985-Amino-4-fluoro-2-methylphenolHCID 107070484-Chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline

생성물 1

HCID 116176914-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

시약·촉매·용매 1

HCID 223862-Pentanol용매

실험 절차

A suspension of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.2 g, 0.74 mmol), (prepared as described for the starting material in Example 2), and 2-fluoro-5-hydroxy-4-methylaniline (126 mg 0.89 mmol) in 2-pentanol (2.5 ml) was heated at reflux for 7.5 hours. After cooling, isopropanol was added and the solid was filtered off, washed with isopropanol and ether, and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (yellow solid 196 mg, 64%).

후처리

  1. custom(prepared
  2. temperaturewas heated
  3. temperatureat reflux for 7.5 hours
  4. temperatureAfter cooling
  5. filtrationthe solid was filtered off
  6. washwashed with isopropanol and ether
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-d207cd6679404fa1a48069c27a7dc65e
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06514971B1

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