3-Amino-2,6-piperidinedione → 1-Aminopiperidine-2,6-dione

HRID 1036668ノート

反応式

HRID 1036668 の反応式
C12(C)C(C)(C)C(CC1)CC2C(Cl)=O.N[CH:15]1[CH2:21][CH2:20][C:19](=[O:22])[NH:18][C:16]1=[O:17].C(OC1C=CC=CC=1C([NH:31]C1CCC(=O)NC1=O)=O)(=O)C>C(Cl)(Cl)Cl>[NH2:31][N:18]1[C:19](=[O:22])[CH2:20][CH2:21][CH2:15][C:16]1=[O:17]

参加物

5

反応物 3

HCID 1345083-Amino-2,6-piperidinedioneHCID 114831362-Acetoxy-n-(2,6-dioxopiperidin-3-yl)benzamideHCID 534427834,7,7-Trimethyl-3-bicyclo[2.2.1]heptanecarbonyl chloride

生成物 1

HCID 199821341-Aminopiperidine-2,6-dione収率 60%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

A mixture of (+)-camphanic chloride (19 mg, 00868 mmol), aminoglutarimide (21 mg, 0.0868 mmol) and Et3N (24) in CHCl3 (1 ml) was stirred at room temperature for 16 hours. The solution was diluted with CHCl3, washed with saturated aqueous solution of NaHCO3, dried over Na2SO4, concentrated and purified by chromatography (silica gel, CH2Cl2; EtOAc=10:1) to give product (16 mg, 60.0% yield) as a colorless gel: 13CNMR (CDCl3) δ 172.6, 169.4, 168.6, 165.5, 90.3, 58.3, 53.3, 48.2, 47.6, 29.2, 28.2, 26.9, 22.7, 14.6, 7.6; MS (CI/CH4) m/z 308 (M+). This compound exhibited angiogenic activity in the assay of Example 13.

後処理

  1. washwashed with saturated aqueous solution of NaHCO3
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated
  4. custompurified by chromatography (silica gel, CH2Cl2; EtOAc=10:1)

出典と根拠

ORDレコード
ord-a92f053e10fd4511bcb0f3206f072ba6
出典データセット
uspto-grants-2013_10
特許番号
US08546430B2

反応ノート

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