Isopropanol → 4-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

HRID 7465

반응식

HRID 7465 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.[OH:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[CH3:27])[NH2:23].C(O)(C)C>CN(C=O)C>[OH:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[CH3:27])[NH:23][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 178185-Amino-2-methylphenolHCID 107070484-Chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline

생성물 1

HCID 219910154-(3-Hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.4 g, 1.5 mmol) and 3-hydroxy-4-methylaniline (0.2 g, 1.6 mmol) in DMF (5 ml) was heated at 150° C. for 20 minutes. After cooling, isopropanol (15 ml) was added and the resulting solid filtered off, washed with isopropanol and dried under vacuum to give 4-(3-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (yellow solid, 537 mg 91%).

후처리

  1. temperatureAfter cooling
  2. filtrationthe resulting solid filtered off
  3. washwashed with isopropanol
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-ab4f8a23c5f44853b3e7c6c03e59182c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087602B2

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