Diphosgene → HCID 67502941、化合物

HRID 1887195ノート

反応式

HRID 1887195 の反応式
[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]([NH:8][C:9]([C:11]1[C:16]([NH2:17])=[CH:15][CH:14]=[CH:13][N:12]=1)=[O:10])[CH2:6][CH3:7].Cl[C:20](OC(Cl)(Cl)Cl)=[O:21]>O1CCCC1.C(=O)(O)[O-].[Na+]>[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]([N:8]1[C:9](=[O:10])[C:11]2[N:12]=[CH:13][CH:14]=[CH:15][C:16]=2[NH:17][C:20]1=[O:21])[CH2:6][CH3:7]

参加物

5

反応物 2

HCID 10426DiphosgeneHCID 67501919(R)-3-[(3-amino-pyridine-2-carbonyl)-amino]-pentanoic acid methyl ester

生成物 1

HCID 67502941HCID 67502941、化合物収率 99%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

A solution of 1.6 g of (R)-3-[(3-amino-pyridine-2-carbonyl)-amino]-pentanoic acid methyl ester and 0.86 mL of trichloromethyl chloroformate in 25 mL of tetrahydrofuran is stirred at 90° C. for 3 h. The resulting mixture is diluted with saturated sodium bicarbonate solution and the product is extracted with ethyl acetate. The organic layer is washed with water and brine, dried (sodium sulfate), filtered and concentrated. The residue is purified by flash chromatography on silica to give 1.75 g (99%) of (R)-3-(2,4-dioxo-1,4-dihydro-2H-pyrido[3,2-d]pyrimidin-3-yl)-pentanoic acid methyl ester.

後処理

  1. extractionthe product is extracted with ethyl acetate
  2. washThe organic layer is washed with water and brine
  3. dry with materialdried (sodium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue is purified by flash chromatography on silica

出典と根拠

ORDレコード
ord-1a1fb61c63ec4bb7b34e2fcc42f82af5
出典データセット
uspto-grants-2013_08
特許番号
US08501749B2

反応ノート

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