Ammonia → HCID 178424855, 화합물

HRID 2252839노트

반응식

HRID 2252839 반응식
[CH:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([NH2:10])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].Cl[C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[C:14](CCC2C=NC(C)=CC=2)[N:13]=1.[NH3:31].O>CCOC(C)=O>[CH:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([NH:10][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([CH2:2][CH2:1][C:4]3[CH:9]=[N:31][C:7]([CH3:8])=[CH:6][CH:5]=3)=[CH:14][N:13]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 962WaterHCID 86594687HCID 86594687, 화합물HCID 178448118HCID 178448118, 화합물

생성물 1

HCID 178424855HCID 178424855, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Under a N2 atmosphere, 600 mg (4.25 mmol) of trans-4-isopropyl-cyclo-hexylamine [for preparation see Arzneim. Forsch. 19 (1969), 140] and 120 mg (0.424 mmol) of 1-chloro[2-(6-methyl-pyridin-3-yl)-ethyl]-isoquinoline are heated to 140° C. in an ampulla for 10 h. The reaction mixture is suspended in EtOAc, and mixed with 0.25 ml of NH3 solution (25%) and water. The separated aqueous phase is extracted twice more with EtOAc, the organic phases washed with water and brine, dried (Na2SO4) and concentrated by evaporation. Column chromatography (SiO2; hexane/EtOAc 1:1) yields trans 1-(4-isopropyl-cyclohexylamino)-4-[2-(6-methyl-pyridin-3-yl)-ethyl]-isoquinoline; 1H NMR (DMSO-d6) δ 8.27 (m, 2H), 7.88 (d, 1H), 7.65 (t, 1H), 7.60 (s, 1H), 7.54 (m, 1H), 7.14 (d, 1H), 6.84 (d, 1H), 3.88 (m, 1H), 3.00 (m, 2H), 2.84 (m, 2H), 2.40 (s, 3H), 2.00 (m, 2H), 1.71 (m, 2H), 1.5-1.0 (m, 6H), 0.86 (d, 6H).

후처리

  1. extractionThe separated aqueous phase is extracted twice more with EtOAc
  2. washthe organic phases washed with water and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-04dff1b9a1384767a1378cbfde1eedec
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07323474B2

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