Ethyl Acetate → N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxyazetidin-1-yl)-5-iodonicotinamide

HRID 525766노트

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HRID 525766 반응식
[OH:1][CH:2]1[CH2:5][NH:4][CH2:3]1.CCN(C(C)C)C(C)C.Cl[C:16]1[C:35]([I:36])=[CH:34][C:19]([C:20]([NH:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][C:30]([Cl:33])([F:32])[F:31])=[CH:25][CH:24]=2)=[O:21])=[CH:18][N:17]=1.CCOC(C)=O>CC(O)C>[Cl:33][C:30]([F:31])([F:32])[O:29][C:26]1[CH:27]=[CH:28][C:23]([NH:22][C:20](=[O:21])[C:19]2[CH:34]=[C:35]([I:36])[C:16]([N:4]3[CH2:5][CH:2]([OH:1])[CH2:3]3)=[N:17][CH:18]=2)=[CH:24][CH:25]=1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 15142903-HydroxyazetidineHCID 867026266-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide

생성물 1

HCID 89906873N-(4-(chlorodifluoromethoxy)phenyl)-6-(3-hydroxyazetidin-1-yl)-5-iodonicotinamide

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
140 °C

실험 절차

3-Hydroxyazetidine (164 mg, 2.18 mmol) and DIPEA (0.419 mL, 2.396 mmol) were added to a suspension of 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-iodonicotinamide (Stage 48.3, 500 mg, 1.089 mmol) in iPrOH (2 mL). and stirred at 140° C. for 16 h. EtOAc (80 mL) was added and the solution was washed with 1 M HCl (30 mL), aq. sat. NaHCO3 solution (30 mL) and water (30 mL), dried over Na2SO4 and the solvent was evaporated off under reduced pressure to give the title product as yellow foam. HPLC (Condition 7) tR=6.64 min, UPLC-MS (Condition 3) tR=1.08 min, m/z=496.0/498.0 [M+H]+.

후처리

  1. washthe solution was washed with 1 M HCl (30 mL), aq. sat. NaHCO3 solution (30 mL) and water (30 mL)
  2. dry with materialdried over Na2SO4
  3. customthe solvent was evaporated off under reduced pressure

출처 및 근거

ORD 기록
ord-569f44f37d154022924c3a51556c3a5c
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340537B2

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