4-carbamoyl-2-(6-methoxy-4H-quinazolin-3-yl)butanoic acid → 3-(6-methoxy-4H-quinazolin-3-yl)piperidine-2,6-dione

HRID 350612ノート

反応式

HRID 350612 の反応式
[C:1]([CH2:4][CH2:5][CH:6]([N:10]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:20][CH3:21])[CH:17]=2)[N:12]=[CH:11]1)[C:7](O)=[O:8])(=[O:3])[NH2:2]>C(OC(=O)C)(=O)C.C(Cl)(=O)C>[CH3:21][O:20][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][N:10]([CH:6]1[CH2:5][CH2:4][C:1](=[O:3])[NH:2][C:7]1=[O:8])[CH2:19]2

参加物

4

反応物 1

HCID 210883854-carbamoyl-2-(6-methoxy-4H-quinazolin-3-yl)butanoic acid

生成物 1

HCID 101493443-(6-methoxy-4H-quinazolin-3-yl)piperidine-2,6-dione

試薬・触媒・溶媒 2

HCID 6367Acetyl chloride溶媒HCID 7918Acetic Anhydride溶媒

実験手順

A solution of 1.20 g of the crude product from stage 4 in 7 ml of acetic anhydride and 7 ml of acetyl chloride was stirred for 5 hours at 70° C. and then concentrated by evaporation in vacuo. The residue was taken up in 20 ml of methanol and stirred for 1 hour with Amberlyst A-21 ion exchanger. After filtration the filtrate was concentrated by evaporation in vacuo and the residue was purified by flash chromatography with chloroform/methanol (4/1) as eluent. The free base of the title compound thereby obtained was dissolved in 4 ml of methanol and 0.5 ml of a saturated solution of HCl gas in diethyl ether followed by 150 ml of diethyl ether were added to the solution. The salt formed was separated and dried in vacuo, 0.29 g (23% of theory referred to L-glutamine in stage 4) of the title compound being obtained.

後処理

  1. concentrationconcentrated by evaporation in vacuo
  2. filtrationAfter filtration the filtrate
  3. concentrationwas concentrated by evaporation in vacuo
  4. customthe residue was purified by flash chromatography with chloroform/methanol (4/1) as eluent

出典と根拠

ORDレコード
ord-a98e9f362e844bee916efb41db14eeeb
出典データセット
uspto-grants-2007_02
特許番号
US07183274B2

反応ノート

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