Morpholine → HCID 83074581, 화합물

HRID 1479828

반응식

HRID 1479828 반응식
Cl[C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.FC1C=CC(S(N(CC)C(=C)C(NCC2C=CN=C(C3C=CC(OC(F)(F)F)=CC=3)C=2)=O)(=O)=O)=CC=1>C(O)C.ClC1SC(S(N(CC)C(=C)C(NCC2C=CN=C(C3C=CC(OC(F)(F)F)=CC=3)C=2)=O)(=O)=O)=CC=1>[Cl:10][C:4]1[CH:5]=[C:6]([C:8]#[N:9])[CH:7]=[C:2]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[N:3]=1

참가 물질

6

반응물 3

HCID 8083MorpholineHCID 7359062,6-DichloroisonicotinonitrileHCID 78319909HCID 78319909, 화합물

생성물 1

HCID 83074581HCID 83074581, 화합물수율 89%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 78319913HCID 78319913, 화합물용매

반응 조건

온도
70 °C

실험 절차

2,6-dichloropyridine-4-carbonitrile 24 (4 gr, 23.13 mmol) was dissolved in 100 ml of ethanol. To the solution were added TEA (1 equiv., 3.22 ml), morpholine (1 equiv., 2 ml) and the mixture was stirred at 70° C. for 4 hours. (TLC AcOEt 3/petroleum ether 7). The solvent was evaporated and the residue was dissolved with ethyl acetate, washed with water and brine. The organic phase was dried over sodium sulfate and concentrated under vacuum. The crude was crystallized from ethyl acetate and petroleum ether to give a beige solid. (4.6 g, 89% yield) 1HNMR (DMSO, 400 MHz) δ 3.58 (4H, m), 3.64 (4H, m), 7.10 (1H, s), 7.32 (1H, s)

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved with ethyl acetate
  3. washwashed with water and brine
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe crude was crystallized from ethyl acetate and petroleum ether
  7. customto give a beige solid

출처 및 근거

ORD 기록
ord-aa930a730be148839c0def30ec789bd8
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409864B2

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