3-(1,2,3,4-Tetrahydro-isoquinolin-5-yl)-pyridin-4-ylamine → 2-[5-(4-amino-pyridin-3-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-6,7-dimethoxy-3H-quinazolin-4-one

HRID 8737

反応式

HRID 8737 の反応式
Cl[C:2]1[NH:11][C:10](=[O:12])[C:9]2[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.[CH2:17]1[C:26]2[C:21](=[C:22]([C:27]3[CH:28]=[N:29][CH:30]=[CH:31][C:32]=3[NH2:33])[CH:23]=[CH:24][CH:25]=2)[CH2:20][CH2:19][NH:18]1>COC(O)C>[NH2:33][C:32]1[CH:31]=[CH:30][N:29]=[CH:28][C:27]=1[C:22]1[CH:23]=[CH:24][CH:25]=[C:26]2[C:21]=1[CH2:20][CH2:19][N:18]([C:2]1[NH:11][C:10](=[O:12])[C:9]3[C:4](=[CH:5][C:6]([O:15][CH3:16])=[C:7]([O:13][CH3:14])[CH:8]=3)[N:3]=1)[CH2:17]2

参加物

4

反応物 2

HCID 219836983-(1,2,3,4-Tetrahydro-isoquinolin-5-yl)-pyridin-4-ylamineHCID 1354566642-Chloro-6,7-dimethoxy-3H-quinazolin-4-one

生成物 1

HCID 1360113292-[5-(4-amino-pyridin-3-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-6,7-dimethoxy-3H-quinazolin-4-one

試薬・触媒・溶媒 1

HCID 30156371-Methoxyethanol溶媒

反応条件

温度
95 °C

実験手順

A mixture of 2-chloro-6,7-dimethoxy-3H-quinazolin-4-one 1b (0.076 g, 0.31 mmol) and 3-(1,2,3,4-tetrahydro-isoquinolin-5-yl)-pyridin-4-ylamine (0.075 g, 0.33 mmol) in methoxyethanol (5 mL) was heated to 95° C. with stirring for 18 h the volatiles were evaporated and the residue was purified by flash column eluting with 2% methanol in dichloromethane containing 0.2% of ammonium hydroxide to yield 2-[5-(4-amino-pyridin-3-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-6,7-dimethoxy-3H-quinazolin-4-one 902. The product was converted to the hydrochloric acid salt, mp. >300° C., [M+H]+=430.

後処理

  1. customwere evaporated
  2. customthe residue was purified by flash column
  3. washeluting with 2% methanol in dichloromethane containing 0.2% of ammonium hydroxide

出典と根拠

ORDレコード
ord-f83e86f633f84f5f9939b049f416c75f
出典データセット
uspto-grants-2006_08
特許番号
US07091200B2

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