Methylamine → Benzyl 4-[3-(methylcarbonylmethyl)-2-oxotetrahydropyrimidin-1(2H)-yl]piperidin-1-carboxylate

HRID 20235

反応式

HRID 20235 の反応式
[CH3:1]CN=C=NCCCN(C)C.[CH2:12]([O:19][C:20]([N:22]1[CH2:27][CH2:26][CH:25]([N:28]2[CH2:33][CH2:32][CH2:31][N:30]([CH2:34][C:35](O)=[O:36])[C:29]2=[O:38])[CH2:24][CH2:23]1)=[O:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CN.C1C=CC2N(O)N=NC=2C=1>C1COCC1.C1COCC1.ClCCl>[CH3:1][C:35]([CH2:34][N:30]1[CH2:31][CH2:32][CH2:33][N:28]([CH:25]2[CH2:24][CH2:23][N:22]([C:20]([O:19][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:21])[CH2:27][CH2:26]2)[C:29]1=[O:38])=[O:36]

参加物

7

反応物 4

HCID 6329MethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 22137504[3-{1-[(Benzyloxy)carbonyl]piperidin-4-yl}-2-oxotetrahydropyrimidin-1(2H)-yl]acetic acid

生成物 1

HCID 68420143Benzyl 4-[3-(methylcarbonylmethyl)-2-oxotetrahydropyrimidin-1(2H)-yl]piperidin-1-carboxylate収率 100.5%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 21919333Tetrahydrofurane dichloromethane溶媒

実験手順

WSC (0.39 g) was added to a solution of [3-{1-[(benzyloxy)carbonyl]piperidin-4-yl}-2-oxotetrahydropyrimidin-1(2H)-yl]acetic acid (0.70 g) obtained in Example 36a), a solution of methylamine in THF (1.85 mL) and HOBt (0.31 g) in THF/dichloromethane (1/1, 30 mL) and the mixture was stirred at room temperature overnight. The solvent were distilled off under reduced pressure, and the residue was diluted with ethyl acetate. The mixture was washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified with basic silica gel column chromatography (ethyl acetate) to obtain the title compound (0.70 g, 97%) as a white powder.

後処理

  1. distillationThe solvent were distilled off under reduced pressure
  2. additionthe residue was diluted with ethyl acetate
  3. washThe mixture was washed with an aqueous saturated sodium bicarbonate solution and saturated saline solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified with basic silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード
ord-b2e4d098bba64bbdb603aa0c7363737c
出典データセット
uspto-grants-2010_06
特許番号
US07745623B2

関連ノート

読み込み中…