2-戊醇 → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-methoxy-7-(3-pyrrolidinopropoxy)cinnoline

HRID 7487

反应方程式

HRID 7487 反应方程式
Cl.Cl[C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[C:10](OC)[CH:11]=2)[N:6]=[N:5][CH:4]=1.[F:24][C:25]1[CH:31]=[C:30]([CH3:32])[C:29]([OH:33])=[CH:28][C:26]=1[NH2:27].C[CH:35]([OH:39])CCC>>[F:24][C:25]1[CH:31]=[C:30]([CH3:32])[C:29]([OH:33])=[CH:28][C:26]=1[NH:27][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][CH2:18][N:19]3[CH2:20][CH2:21][CH2:22][CH2:23]3)=[CH:10][CH:11]=2)[N:6]=[N:5][C:4]=1[O:39][CH3:35]

参与物

4

反应物 3

HCID 223862-戊醇HCID 101540985-氨基-4-氟-2-甲基苯酚HCID 219910394-Chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride

产物 1

HCID 696632464-(2-Fluoro-5-hydroxy-4-methylanilino)-methoxy-7-(3-pyrrolidinopropoxy)cinnoline

实验过程

A solution of 4-chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride (158 mg, 0.4 mmol), (prepared as described for the starting material in Example 13), and 2-fluoro-5-hydroxy-4-methylaniline (67 mg, 0.48 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (5 ml) was heated at reflux for 1 hour. After cooling, the solid was filtered off, washed with isopropanol, ether and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-methoxy-7-(3-pyrrolidinopropoxy)cinnoline as the hydrochloride salt (yellow solid, 55 mg, 27%).

后处理

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

来源与证据

ORD记录
ord-4f542f7bd4d94ed8a301abc03c7231f0
来源数据集
uspto-grants-2006_08
专利号
US07087602B2

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