Hydrochloric Acid → HCID 178511859, 화합물

HRID 732108

반응식

HRID 732108 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.C[O-].[Na+].Cl.[CH:15]1([NH2:18])[CH2:17][CH2:16]1>CCO.CO>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:10])[N:3]=1)[C:8]([NH:18][CH:15]1[CH2:17][CH2:16]1)=[NH:9]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 69828CyclopropylamineHCID 7359062,6-DichloroisonicotinonitrileHCID 10942334Sodium Methoxide

생성물 1

HCID 178511859HCID 178511859, 화합물수율 57.4%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 887Methanol용매

실험 절차

2,6-dichloropyridine-4-carbonitrile (5 g, 28.9 mmol), methanol (50 ml) and sodium methoxide (0.66 ml, 2.89 mmol) were mixed and stirred at r.t. for 3 h. HCl in EtOH (24% w/w, 10 ml) and cyclopropylamine (3 mL, 43.4 mmol) were added at 0° C., followed by stirring at r.t. o.n. The reaction mixture was concentrated in-vacuo. The isolated residue was treated with cold aq. NaOH (1N, 75 ml) and extracted with EA. The combined organic phase was washed sequentially with aq. NaOH and brine, dried (Na2SO4), filtered and concentrated in-vacuo. The isolated residue was triturated with Et2O to isolate the title compound (3.82 g). 1H-NMR: 7.59 (br. s, 2H), 4.96 (br. s, 2H), 2.60 (m, 1H), 0.90 (m, 2H), 0.69 (m, 2H).

후처리

  1. stirringby stirring at r.t. o.n
  2. concentrationThe reaction mixture was concentrated in-vacuo
  3. additionThe isolated residue was treated with cold aq. NaOH (1N, 75 ml)
  4. extractionextracted with EA
  5. washThe combined organic phase was washed sequentially with aq. NaOH and brine
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in-vacuo
  9. customThe isolated residue was triturated with Et2O

출처 및 근거

ORD 기록
ord-e2e554707a4e41a989ac5db57b31e505
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585881B2

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