1,1'-Carbonyldiimidazole → HCID 178432057、化合物

HRID 1384293ノート

反応式

HRID 1384293 の反応式
[CH3:1][C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:5]2=[CH:4][C:3]=1[C:13]([OH:15])=O.C1N=CN(C(N2C=NC=C2)=O)C=1.[NH2:28][C:29]([NH2:31])=[NH:30].C1COCC1>C1COCC1>[CH3:1][C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:5]2=[CH:4][C:3]=1[C:13]([NH:30][C:29]([NH2:31])=[NH:28])=[O:15]

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 21186672HCID 21186672、化合物HCID 86757137HCID 86757137、化合物

生成物 1

HCID 178432057HCID 178432057、化合物収率 39.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

In an atmosphere of argon, metallic sodium (446.6 mg, 0.019 g atom) was dissolved in anhydrous methanol (15.0 ml) at room temperature, and the solution was mixed with guanidine hydrochloride (1.89 g, 19.7 mmol) at 0° C. After 30 minutes of stirring at room temperature, the thus precipitated sodium chloride was removed by filtration using a glass filter and the resulting filtrate was evaporated under reduced pressure to obtain free guanidine. In an atmosphere of argon, 2-methyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylic acid (406.3 mg, 1.98 mmol) was suspended in THF (8.0 ml) and mixed with CDI (491.5 mg, 2.97 mmol) at room temperature. This was stirred at room temperature for 2 hours and then at 50° C. for 1 hour, mixed with the previously obtained guanidine THF suspension (6.0 ml) by its dropwise addition and then stirred at room temperature for 18 hours After evaporation of the solvent under reduced pressure, the thus obtained residue was mixed with waterandextractedwith ethyl acetate. The thus obtained organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the thus formed crystals were washed with ether to obtain the title compound (192.5 mg, 39.5%) as white powder.

後処理

  1. waitat 50° C. for 1 hour
  2. stirringstirred at room temperature for 18 hours
  3. customAfter evaporation of the solvent under reduced pressure
  4. additionthe thus obtained residue was mixed with waterandextractedwith ethyl acetate
  5. washThe thus obtained organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. washthe thus formed crystals were washed with ether

出典と根拠

ORDレコード
ord-b009a56c63654716b13277365f63cbca
出典データセット
uspto-grants-2001_07
特許番号
US06258829B1

反応ノート

読み込み中…