Heptane → HCID 178524447、化合物

HRID 478653ノート

反応式

HRID 478653 の反応式
C(O[C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:5])C.[NH:17]([C:19]1[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=1)[NH2:18].CCCCCCC>C(O)CCC>[O:5]=[C:4]1[C:6]2=[CH:7][NH:8][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C:15]2=[N:18][N:17]1[C:19]1[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:26][CH:27]=1

参加物

5

反応物 3

HCID 8900HeptaneHCID 120894-Hydrazinobenzoic acidHCID 268963Ethyl 4-Chloroquinoline-3-carboxylate

生成物 1

HCID 178524447HCID 178524447、化合物収率 8.5%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
60 °C

実験手順

A solution of 4-chloro-quinoline-3-carboxylic acid ethyl ester (11.8 mg, 0.5 mmol) and 4-hydrazino-benzoic acid (7.6 mg, 0.5 mmol) in n-butanol (0.5 mL) was stirred at 115° C. over night in a sealed tube. After cooling to 50-70° C., heptane (1.0 mL) was added and the product was allowed to crystallize upon further cooling to room temperature. The solvent was removed and the product was washed with heptane and dried under vacuum to yield 4-(3-oxo-3,5-dihydro-pyrazolo[4,3-c]quinolin-2-yl)-benzoic acid (13 mg). 1H NMR (400 MHz, DMSO-d6) δ 12.9 (1H, s), 8.77 (1H, d), 8.38 (2H, d), 8.25 (1H, d), 8.03 (2H, d), 7.65-7.77 (2H, m), 7.58 (1H, t).

後処理

  1. customto crystallize
  2. temperatureupon further cooling to room temperature
  3. customThe solvent was removed
  4. washthe product was washed with heptane
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-69af56a780f04c518b22da7aedf8bfda
出典データセット
uspto-grants-2003_11
特許番号
US06642249B2

反応ノート

読み込み中…