beta-Alanine, ethyl ester, hydrochloride → 10-(2-Ethoxycarbonylethylamino)-7-chloro-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione

HRID 1449587

反応式

HRID 1449587 の反応式
Cl.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]2[C:7]([NH:19]N)=[C:8]3[C:16](=[O:17])[NH:15][NH:14][C:13](=[O:18])[C:9]3=[N:10][C:11]=2[CH:12]=1.Cl.[CH2:22]([O:24][C:25](=[O:29])[CH2:26][CH2:27]N)[CH3:23]>N1C=CC=CC=1.O>[CH2:22]([O:24][C:25]([CH2:26][CH2:27][NH:19][C:7]1[C:6]2[CH:5]=[CH:4][C:3]([Cl:2])=[CH:12][C:11]=2[N:10]=[C:9]2[C:13](=[O:18])[NH:14][NH:15][C:16](=[O:17])[C:8]=12)=[O:29])[CH3:23]

参加物

5

反応物 2

HCID 458475beta-Alanine, ethyl ester, hydrochlorideHCID 189299057-Chloro-2,3-dihydro-10-hydrazinopyridazino[4,5-b]quinoline-1,4-dione hydrochloride

生成物 1

HCID 1892994110-(2-Ethoxycarbonylethylamino)-7-chloro-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione収率 13%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

実験手順

A mixture of 7-chloro-2,3-dihydro-10-hydrazinopyridazino[4,5-b]-quinoline-1,4-dione hydrochloride (1.0 g, 2.9 mM, as prepared in Example 44) and beta alanine ethyl ester hydrochloride (49.0 g, 320 mM) in pyridine (52 mL) was refluxed for 23 hr. After cooling, the vigorously stirred reaction mixture was diluted slowly with water (100mL) and then filtered to separate a fine red solid. The collected solids were washed with water and chromatographed (eluant: methanol/methylene chloride; 5/95) over silica gel to provide the title ester (0.13 g, 13%) as a red powder, mp 258°-260° C.; MS(CI): 363 (M+H).

後処理

  1. temperaturewas refluxed for 23 hr
  2. temperatureAfter cooling
  3. customthe vigorously stirred reaction mixture
  4. filtrationfiltered
  5. customto separate a fine red solid
  6. washThe collected solids were washed with water
  7. customchromatographed (eluant: methanol/methylene chloride; 5/95) over silica gel

出典と根拠

ORDレコード
ord-0b0bf0c019834760bdf79194fdecc675
出典データセット
uspto-grants-1997_02
特許番号
US05599814

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