Hydrochloric Acid → HCID 178484576, 화합물

HRID 1441372노트

반응식

HRID 1441372 반응식
[CH3:1][N:2]([CH3:17])[C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1)=[O:4].Cl.O1CCOCC1.[N:25]#[C:26][NH2:27]>CCO.C(#N)C>[CH3:1][N:2]([CH3:17])[C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:26]([NH2:27])=[NH:25])=[CH:14][CH:15]=1)=[O:4]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 9864CyanamideHCID 312751,4-DioxaneHCID 68686439(S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide

생성물 1

HCID 178484576HCID 178484576, 화합물수율 63.2%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6342Acetonitrile용매

실험 절차

To (S)-1-(4-Amino-phenyl)-pyrrolidine-2-carboxylic acid dimethylamide (Method 53; 0.67 g) was added acetonitrile (20 ml) and EtOH (2 ml). HCl in dioxane (0.86 ml, 3.48 mmol) was added and the reaction was stirred for 10 minutes, HCl salt precipitated. Cyanamide (0.2 g, 4.9 mmol) was added and the reaction was heated at reflux over the weekend. The black reaction was filtered and the black HCl salt was dissolved in water (5 ml) and basified with NaHCO3 (20 ml) solution. No solid was observed; the aqueous was further basified to pH 14 with KOH, extracted with DCM (2×100 ml), dried and solvent removed in vacuo to yield the title compound as a black gum (0.50 g, 63%). M/z 276.

후처리

  1. customHCl salt precipitated
  2. temperaturethe reaction was heated
  3. temperatureat reflux over the weekend
  4. customThe black reaction
  5. filtrationwas filtered
  6. dissolutionthe black HCl salt was dissolved in water (5 ml)
  7. extractionextracted with DCM (2×100 ml)
  8. customdried
  9. customsolvent removed in vacuo

출처 및 근거

ORD 기록
ord-e616d8ed757440d0b10109c81c36ef9a
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07655652B2

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