Acetic Acid → HCID 22005532, 화합물

HRID 324784

반응식

HRID 324784 반응식
[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

참가 물질

8

반응물 6

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

생성물 1

HCID 22005532HCID 22005532, 화합물수율 0.9%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

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]+.

후처리

  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)

출처 및 근거

ORD 기록
ord-25ce43649d774d819074daa971a8dfd7
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218538B1

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