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

HRID 2239824노트

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HRID 2239824 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
225 °C

실험 절차

(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).

후처리

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

출처 및 근거

ORD 기록
ord-92981fe84f5648f68fcb663cca5f5c04
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723336B2

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