P-Anisidine → 6-chloro-N-(4-ethoxyphenyl)-7-methylimidazo[1,2-b]pyridazin-8-amine

HRID 2239824ノート

反応式

HRID 2239824 の反応式
Cl.Br[C:3]1[C:4]2[N:5]([CH:11]=[CH:12][N:13]=2)[N:6]=[C:7]([Cl:10])[C:8]=1[CH3:9].[CH3:14][CH2:15][O:16][C:17]1[CH:18]=[CH:19][C:20]([NH2:23])=[CH:21][CH:22]=1.COC1C=CC(N)=CC=1.C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1.O>[Cl:10][C:7]1[C:8]([CH3:9])=[C:3]([NH:23][C:20]2[CH:19]=[CH:18][C:17]([O:16][CH2:15][CH3:14])=[CH:22][CH:21]=2)[C:4]2[N:5]([CH:11]=[CH:12][N:13]=2)[N:6]=1

参加物

7

反応物 4

HCID 7732P-AnisidineHCID 90764-EthoxyanilineHCID 11430Potassium CarbonateHCID 866117138-bromo-6-chloro-7-methylimidazo[1,2-b]pyridazine HCl salt

生成物 1

HCID 866117156-chloro-N-(4-ethoxyphenyl)-7-methylimidazo[1,2-b]pyridazin-8-amine収率 90%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
225 °C

実験手順

(1d variation 1) A mixture of 8-bromo-6-chloro-7-methylimidazo[1,2-b]pyridazine HCl salt (30 mg, 0.1 mmol) from 1c, p-methoxyaniline (20 μL, 0.15 mmol) and K2CO3 (75 mg) were suspended in NMP (600 μL) and heated in a microwave at 225° C. for 15 min. The mixture was cooled to room temperature and then treated with H2O (5 mL). The solid that precipitated out was filtered, washed with water and dried to provide 6-chloro-N-(4-ethoxyphenyl)-7-methylimidazo[1,2-b]pyridazin-8-amine (21 mg, >90% pure by HPLC).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. customThe solid that precipitated out
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-92981fe84f5648f68fcb663cca5f5c04
出典データセット
uspto-grants-2010_05
特許番号
US07723336B2

反応ノート

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