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

HRID 525766ノート

反応式

HRID 525766 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
140 °C

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-569f44f37d154022924c3a51556c3a5c
出典データセット
uspto-grants-2016_05
特許番号
US09340537B2

反応ノート

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