Potassium Carbonate → Ethyl 6-iodo-1-(2-morpholinoethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

HRID 2061872ノート

反応式

HRID 2061872 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][NH2:9])[CH2:3][CH2:2]1.CN(C)/[CH:12]=[C:13](/[C:19](=[O:28])[C:20]1[CH:25]=[C:24]([I:26])[CH:23]=[CH:22][C:21]=1F)\[C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+]>>[I:26][C:24]1[CH:25]=[C:20]2[C:21](=[CH:22][CH:23]=1)[N:9]([CH2:8][CH2:7][N:4]1[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1)[CH:12]=[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:19]2=[O:28]

参加物

4

反応物 3

HCID 11430Potassium CarbonateHCID 4082852-MorpholinoethylamineHCID 70809441(Z)-ethyl 3-(dimethylamino)-2-(2-fluoro-5-iodobenzoyl)acrylate2 回

生成物 1

HCID 59208337Ethyl 6-iodo-1-(2-morpholinoethyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

反応条件

温度
40 °C

実験手順

2-Morpholinoethanamine (0.88 g, 6.7 mmol) was added to the stock solution of (Z)-ethyl 3-(dimethylamino)-2-(3-iodobenzoyl)acrylate (Intermediate 24, 0.38M, 18 mL, 7 mmol) and the mixture was heated at 40° C. for 3 h. The solvent was removed in vacuo and the resulting residue was dried in a vacuum oven for 1.5 h. The residue was then dissolved in dimethyl formamide (5 mL) and potassium carbonate powder (1.2 g, 10 mmol) was added. The reaction was heated at 70° C. for a further 3 h then cooled to room temperature. The crude reaction mixture was placed into a fridge for a 3 h. The solid precipitate that formed was collected by filtration, washed with a small amount of dimethylformamide, followed by water, then dried under high vacuum.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe resulting residue was dried in a vacuum oven for 1.5 h
  3. dissolutionThe residue was then dissolved in dimethyl formamide (5 mL)
  4. temperatureThe reaction was heated at 70° C. for a further 3 h
  5. temperaturethen cooled to room temperature
  6. customThe crude reaction mixture
  7. customThe solid precipitate that formed
  8. filtrationwas collected by filtration
  9. washwashed with a small amount of dimethylformamide
  10. customdried under high vacuum

出典と根拠

ORDレコード
ord-09b3707fcd324b05b3d0596494c6d70b
出典データセット
uspto-grants-2012_10
特許番号
US08283361B2

反応ノート

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