Acetic Acid → HCID 22005532、化合物

HRID 324784

反応式

HRID 324784 の反応式
[N:1]1([CH2:7][CH2:8][O:9][CH2:10][C:11](=O)[CH2:12][C:13]([O:15][CH2:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:14])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:26][C:27]1[CH:34]=[CH:33][C:30]([CH:31]=O)=[CH:29][C:28]=1[N+:35]([O-:37])=[O:36].Cl.[C:39]([C:42]1[O:43][CH:44]=[CH:45][CH:46]=1)(=[NH:41])[NH2:40].N1CCOCC1.C(O)(=O)C.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(O)C>[O:43]1[CH:44]=[CH:45][CH:46]=[C:42]1[C:39]1[NH:41][C:11]([CH2:10][O:9][CH2:8][CH2:7][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[C:12]([C:13]([O:15][CH2:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:14])[CH:31]([C:30]2[CH:33]=[CH:34][C:27]([CH3:26])=[C:28]([N+:35]([O-:37])=[O:36])[CH:29]=2)[N:40]=1

参加物

8

反応物 6

HCID 176Acetic AcidHCID 8083MorpholineHCID 24436Sodium SulfateHCID 17989983-Nitro-p-tolualdehydeHCID 12231049Furan-2-carboximidamide hydrochlorideHCID 220055123-Phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate

生成物 1

HCID 22005532HCID 22005532、化合物収率 0.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

A mixture of 3-phenylpropyl 4-(2-(1-piperidinyl)ethoxy)acetoacetate (10.0 g, 28.78 mmol), 4-methyl-3-nitrobenzaldehyde (4.75 g, 28.78 mmol), 2-amidinofuran hydrochloride (4.20 g, 28.78 mmol), morpholine (3.75 ml, 43.17 mmol), acetic acid (3.29 ml, 57.56 mmol), and sodium sulfate (8.17 g, 57.56 mmol) was stirred in ethanol (50 ml) for 1 hour at room temperature and then heated to 50° C. for 7 days. The ethanol was removed in vacuo and ethyl acetate was added to the residue. The mixture was filtered and the filtrate was washed with water, sodium hydrogen carbonate solution and brine, dried and evaporated to yield an oil. The oil was further purified by flash chromatography and RP-HPLC (twice) to give the title compound (150 mg) as an oil. Electrospray MS m/z 587 [M+H]+.

後処理

  1. customThe ethanol was removed in vacuo and ethyl acetate
  2. additionwas added to the residue
  3. filtrationThe mixture was filtered
  4. washthe filtrate was washed with water, sodium hydrogen carbonate solution and brine
  5. customdried
  6. customevaporated
  7. customto yield an oil
  8. customThe oil was further purified by flash chromatography and RP-HPLC (twice)

出典と根拠

ORDレコード
ord-25ce43649d774d819074daa971a8dfd7
出典データセット
uspto-grants-2001_04
特許番号
US06218538B1

関連ノート

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