Hydrazine hydrate (1:1) → 6,7,8,9-Tetrahydropyridazino[4,5-b]indolizin-1(2H)-one

HRID 1021883ノート

反応式

HRID 1021883 の反応式
[CH:1]([C:3]1[N:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)=[CH:5][C:4]=1[C:12]([O:14]C)=O)=O.O.[NH2:17][NH2:18]>>[C:12]1(=[O:14])[C:4]2[CH:5]=[C:6]3[N:11]([C:3]=2[CH:1]=[N:18][NH:17]1)[CH2:10][CH2:9][CH2:8][CH2:7]3

参加物

3

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 86683769Methyl 3-formyl-5,6,7,8-tetrahydroindolizine-2-carboxylate

生成物 1

HCID 676394086,7,8,9-Tetrahydropyridazino[4,5-b]indolizin-1(2H)-one収率 75%

反応条件

温度
100 °C

実験手順

A 100-mL single-neck round-bottomed flask equipped with a reflux condenser was charged with 193d (600 mg, 2.9 mmol) and hydrazine hydrate (20 mL). The reaction mixture was heated at 100° C. for 4 hours. After this time the reaction was cooled to room temperature and filtered to afford 193e as a yellow solid (413 mg, 75%). MS-ESI: (M+H)+ 190.1. 1H NMR (500 MHz, DMSO-d6) δ 12.17 (s, 1H), 8.24 (s, 1H), 6.33 (s, 1H), 4.16 (t, J=6.0 Hz, 2H), 2.88 (t, J=6.5 Hz, 2H), 2.00-1.96 (m, 2H), 1.84-1.79 (m, 2H).

後処理

  1. customA 100-mL single-neck round-bottomed flask equipped with a reflux condenser
  2. temperatureAfter this time the reaction was cooled to room temperature
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-d9ebd814518a40158417ffcd143af942
出典データセット
uspto-grants-2014_05
特許番号
US08716274B2

反応ノート

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