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Tetrahydrofuran → HCID 66937230, 화합물

HRID 538112
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HRID 538112 반응식
[Cl:1][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([Cl:11])[C:4]=2[N:3]=1.C1COCC1.CCN(C(C)C)C(C)C.Cl[CH2:27][O:28][CH2:29][CH2:30][O:31][CH3:32]>CCOC(C)=O>[Cl:1][C:2]1[N:6]([CH2:27][O:28][CH2:29][CH2:30][O:31][CH3:32])[C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([Cl:11])[C:4]=2[N:3]=1
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참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 81531DiisopropylethylamineHCID 450785872,4-Dichloro-1H-benzo[d]imidazole

생성물 1

HCID 66937230HCID 66937230, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of 2,4-dichloro-1H-benzoimidazole (0.550 g, 2.94 mmol) and THF (15 mL) was added DIPEA (1.54 mL, 8.82 mmol) followed by 1-chloromethoxy-2-methoxy-ethane (0.550 g, 4.41 mmol) at 23° C. After stirring for 18 h, EtOAc (100 mL) was added. The organic layer was washed with saturated aqueous NaHCO3 (30 mL) and brine (30 mL). The organic layers were combined, dried, filtered, and concentrated under reduced pressure. The residue was purified (FCC) (10-50% EtOAc/hexanes to yield the titled compound as a mixture of regioisomers (0.660 g, 82%). MS (ESI/CI): mass calcd. for C11H12Cl2N2O2, 274.0; m/z found, 275.1 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.61 (dd, J=8.0, 1.0 Hz, 1H), 7.41 (dd, J=8.1, 0.9 Hz, 1H), 7.33 (dd, J=7.9, 1.0 Hz, 1H), 7.31-7.20 (m, 3H), 5.98 (s, 2H), 5.66 (s, 2H), 3.76-3.69 (m, 2H), 3.67-3.60 (m, 2H), 3.55-3.46 (m, 4H), 3.37 (s, 3H), 3.36 (s, 3H).

후처리

  1. washThe organic layer was washed with saturated aqueous NaHCO3 (30 mL) and brine (30 mL)
  2. customdried
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified (FCC) (10-50% EtOAc/hexanes

출처 및 근거

ORD 기록
ord-a7e76f0d15464006a53d809e555da038
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08865713B2

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