Potassium Bicarbonate → HCID 87618346、化合物

HRID 2111417ノート

反応式

HRID 2111417 の反応式
[CH3:1][O:2][C:3](=[O:11])[CH:4]([CH3:10])[CH2:5][NH:6][CH2:7][CH:8]=[CH2:9].[Cl:12][C:13]1[N:18]=[C:17](Cl)[C:16]([N+:20]([O-:22])=[O:21])=[CH:15][N:14]=1.C(=O)(O)[O-].[K+]>C(OCC)(=O)C.O>[CH3:1][O:2][C:3](=[O:11])[CH:4]([CH3:10])[CH2:5][N:6]([CH2:7][CH:8]=[CH2:9])[C:17]1[C:16]([N+:20]([O-:22])=[O:21])=[CH:15][N:14]=[C:13]([Cl:12])[N:18]=1

参加物

6

反応物 3

HCID 516893Potassium BicarbonateHCID 5212662,4-Dichloro-5-nitropyrimidineHCID 43398422Methyl 2-methyl-3-(2-propen-1-ylamino)propanoate

生成物 1

HCID 87618346HCID 87618346、化合物収率 81%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8857Ethyl Acetate溶媒2 回

実験手順

To a mixture of 1.71 g (0.010 mole) of (rac)-2-methyl-3-(2-propenylamino)-propanoic acid methyl ester, 1.94 g (0.010 mole) of 2,4-dichloro-5-nitro-pyrimidine, 50 mL of ethyl acetate and 25 mL of water was added 3.0 g (0.030 mole) of potassium bicarbonate. The mixture was stirred for 3 hours, and then diluted with 50 mL of ethyl acetate and 50 mL of water. The aqueous layer was extracted with 100 mL of ethyl acetate. The organic layers were washed with 100 mL of brine, combined, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with dichloromethane-ethyl acetate (100:0-97.5:2.5) to give 2.55 g of (rac)-3-[allyl-(2-chloro-5-nitro-pyrimidin-4-yl)-amino]-2-methyl-propanoic acid methyl ester (IV-65) as a pale yellow oil.

後処理

  1. extractionThe aqueous layer was extracted with 100 mL of ethyl acetate
  2. washThe organic layers were washed with 100 mL of brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel chromatography
  7. washeluting with dichloromethane-ethyl acetate (100:0-97.5:2.5)

出典と根拠

ORDレコード
ord-97a7cd7b1ccb4c58b2162e3b59a59c24
出典データセット
uspto-grants-2009_04
特許番号
US07517873B2

反応ノート

読み込み中…