Phosphorus oxychloride → 4-Chloro-6-(3,4-dimethoxy-phenyl)-[1,5]naphthyridine-3-carboxylic acid ethyl ester

HRID 445786ノート

反応式

HRID 445786 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1O)=[N:13][C:12]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1)=[CH:11][CH:10]=2)=[O:5])[CH3:2].O=P(Cl)(Cl)[Cl:29]>>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[Cl:29])=[N:13][C:12]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=1)=[CH:11][CH:10]=2)=[O:5])[CH3:2]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178469508HCID 178469508、化合物

生成物 1

HCID 596197304-Chloro-6-(3,4-dimethoxy-phenyl)-[1,5]naphthyridine-3-carboxylic acid ethyl ester

反応条件

温度
125 °C

実験手順

A mixture of 6-(3,4-dimethoxy-phenyl)-4-hydroxy-[1,5]naphthyridine-3-carboxylic acid ethyl ester (Stage 249.1.3, 493 mg, 1.391 mmol) in POCl3 was stirred at 125° C. for 1.5 h. Then the RM was evaporated to dryness. The residue was quenched with saturated aqueous NaHCO3. The suspension was filtered, the cake was washed with water and dried in the vacuum oven to give the title compound as a brown solid. Used for next step without further purification. (HPLC: tR 3.80 min (Method A); M+H=373 MS-ES)

後処理

  1. customThen the RM was evaporated to dryness
  2. customThe residue was quenched with saturated aqueous NaHCO3
  3. filtrationThe suspension was filtered
  4. washthe cake was washed with water
  5. customdried in the vacuum oven

出典と根拠

ORDレコード
ord-bf5767b4751b4bd2a0dcaa0785eb9279
出典データセット
uspto-grants-2013_07
特許番号
US08476294B2

反応ノート

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