Diphenyl Ether → ETHYL 4-OXO-1,4-DIHYDROPYRROLO[1,2-B]PYRIDAZINE-3-CARBOXYLATE

HRID 2117074ノート

反応式

HRID 2117074 の反応式
C1(OC2C=CC=CC=2)C=CC=CC=1.[N:14]1([NH:19][CH:20]=[C:21]([C:27]([O:29]CC)=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:18]=[CH:17][CH:16]=[CH:15]1>>[O:29]=[C:27]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][NH:19][N:14]2[CH:15]=[CH:16][CH:17]=[C:18]12

参加物

3

反応物 2

HCID 7583Diphenyl EtherHCID 10015075HCID 10015075、化合物

生成物 1

HCID 10104421ETHYL 4-OXO-1,4-DIHYDROPYRROLO[1,2-B]PYRIDAZINE-3-CARBOXYLATE収率 71%

反応条件

温度
220 °C

実験手順

A mixture of N-aminopyrrole (575 mg, 7.0 mmol, commercially available) and diethyl ethoxymethylenemalonate (1.82 g, 8.4 mmol) was heated at 125° C. for 2 hours to give crude diethyl 2-((1H-pyrrol-1-ylamino)methylene)malonate. To this intermediate was added diphenyl ether (2 mL). The reaction was put under nitrogen and heated at 220° C. for 2 hours, while allowing the ethanol formed in the reaction to be distilled off. The reaction was cooled to room temperature and purified by silica gel flash chromatography (eluted with 100% CH2Cl2) to give the title compound (1.03 g, 71%) as a yellow solid.

後処理

  1. customformed in the reaction
  2. distillationto be distilled off
  3. temperatureThe reaction was cooled to room temperature
  4. custompurified by silica gel flash chromatography (eluted with 100% CH2Cl2)

出典と根拠

ORDレコード
ord-c3d6a30045ac4d89b822000ee71d420c
出典データセット
uspto-grants-2008_10
特許番号
US07439246B2

反応ノート

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