Triethylamine → HCID 12001815、化合物

HRID 656465ノート

反応式

HRID 656465 の反応式
[O:1]1[C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=[CH:2]1.[NH:9]1[CH2:13][CH2:12][C:11]2([N:18]3[CH:19]=[N:20][CH:21]=[C:17]3[CH2:16][CH2:15][CH2:14]2)[CH2:10]1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>ClCCl>[O:1]1[C:5]([C:6]([N:9]2[CH2:13][CH2:12][C:11]3([N:18]4[CH:19]=[N:20][CH:21]=[C:17]4[CH2:16][CH2:15][CH2:14]3)[CH2:10]2)=[O:8])=[CH:4][N:3]=[CH:2]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 16340557Oxazole-5-carboxylic AcidHCID 685753067,8-dihydro-6H-spiro[imidazo[1,5-a]pyridine-5,3'-pyrrolidine]

生成物 1

HCID 12001815HCID 12001815、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1.5 mmol of oxazole-5-carboxylic acid [118994-90-4] are dissolved in 5 ml of dichloro-methane and the solution is admixed at 0° C. with 1.6 mmol of chlorenamine. The reaction solution is subsequently stirred at room temperature for an hour and then added dropwise at 0° C. to a solution of 1 mmol of 7,8-dihydro-6H-spiro[imidazo[1,5-a]pyridine-5,3′-pyrrolidine] (Example 3a) and 2 mmol of triethylamine in 5 ml of dichloromethane. The reaction mixture is subsequently stirred at room temperature for 3 hours, poured into saturated aqueous sodium hydrogen carbonate solution and extracted with dichloromethane (3×). The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

後処理

  1. customis admixed at 0° C. with 1.6 mmol of chlorenamine
  2. stirringThe reaction mixture is subsequently stirred at room temperature for 3 hours
  3. extractionextracted with dichloromethane (3×)
  4. washThe combined organic extracts are washed with brine
  5. dry with materialdried with sodium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-3410cf97abe74e1682f331873a2a010f
出典データセット
uspto-grants-2011_12
特許番号
US08071773B2

反応ノート

読み込み中…