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4-Ethoxy-3-methoxyphenethylamine → 2-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl[5-methyl-3-(2,4,6-trimethylphenyl)imidazolo[5,4-b]pyridin-7-yl]amine

HRID 1792269
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반응식

HRID 1792269 반응식
Cl[CH2:2][CH2:3][NH:4][C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7]2[N:12]([C:15]3[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=3[CH3:23])[CH:13]=[N:14][C:6]=12.[CH2:24]([O:26][C:27]1[CH:35]=[CH:34][C:30]([CH2:31][CH2:32][NH2:33])=[CH:29][C:28]=1[O:36][CH3:37])[CH3:25]>CN1C(=O)CCC1>[CH2:24]([O:26][C:27]1[CH:35]=[CH:34][C:30]([CH2:31][CH2:32][NH:33][CH2:2][CH2:3][NH:4][C:5]2[CH:10]=[C:9]([CH3:11])[N:8]=[C:7]3[N:12]([C:15]4[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=4[CH3:23])[CH:13]=[N:14][C:6]=23)=[CH:29][C:28]=1[O:36][CH3:37])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1420764-Ethoxy-3-methoxyphenethylamineHCID 22034143(2-Chloroethyl)[5-methyl-3-(2,4,6-trimethylphenyl)imidazolo[5,4-b]pyridin-7-yl]-amine

생성물 1

HCID 220341372-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl[5-methyl-3-(2,4,6-trimethylphenyl)imidazolo[5,4-b]pyridin-7-yl]amine

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

Heat a solution of (2-chloroethyl)[5-methyl-3-(2,4,6-trimethylphenyl)imidazolo[5,4-b]pyridin-7-yl]-amine (0.030 g, 0.09 mmol) and 4-ethoxy-3-methoxy phenethylamine (0.10 g, 0.55 mmol) in dry NMP (2 mL) at 110° C. for 16 h. Pour the cooled mixture onto water (20 mL) and extract twice with EtOAc (20 mL). Wash the combined extracts with brine (30 mL), dry, and evaporate in vacuo. Purify by flash column chromatography (10% MeOH in CH2Cl2 with 0.1% ammonium hydroxide) to obtain the title compound as a solid.

후처리

  1. additionPour the cooled mixture onto water (20 mL)
  2. extractionextract twice with EtOAc (20 mL)
  3. washWash the combined extracts with brine (30 mL)
  4. customdry
  5. customevaporate in vacuo
  6. customPurify by flash column chromatography (10% MeOH in CH2Cl2 with 0.1% ammonium hydroxide)

출처 및 근거

ORD 기록
ord-e1c295b6c13a4b0693de6ccd9488b432
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07074929B2

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