Sodium Iodide → HCID 86703761、化合物

HRID 1849876

反応式

HRID 1849876 の反応式
[NH:1]1[CH2:4][CH:3]([CH2:5][O:6][C:7]2[C:16]([CH:17]3[CH2:19][CH2:18]3)=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:9]([F:20])[CH:8]=2)[CH2:2]1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH:28](Cl)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC#N.CCOC(C)=O.[Cl-].[Na+].O>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([CH:28]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[N:1]2[CH2:4][CH:3]([CH2:5][O:6][C:7]3[C:16]([CH:17]4[CH2:19][CH2:18]4)=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:9]([F:20])[CH:8]=3)[CH2:2]2)=[CH:26][CH:27]=1

参加物

8

反応物 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 2415844-Chlorobenzhydryl chlorideHCID 86703762HCID 86703762、化合物

生成物 1

HCID 86703761HCID 86703761、化合物収率 50%

試薬・触媒・溶媒 3

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒HCID 57417360Sodium chloride; water溶媒

反応条件

温度
80 °C

実験手順

A mixture of methyl 4-(azetidin-3-ylmethoxy)-5-cyclopropyl-2-fluorobenzoate (58 mg, 0.21 mmol), 1-chloro-4-(chloro(phenyl)methyl)benzene (74 mg, 0.31 mmol), potassium carbonate (86 mg, 0.62 mmol) and sodium iodide (32 mg, 0.21 mmol) in MeCN (10 mL) was stirred at 80° C. for 16 h. The reaction mixture was diluted with EtOAc (100 mL) and brine (50 mL). The organic layer was separated and washed with brine (50×2 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (eluting with petroleum ether/EtOAc=4/1) to give the target compound (50 mg, 50%) as a pale yellow oil. LCMS (ESI) m/z: 480.1 [M+H].

後処理

  1. customThe organic layer was separated
  2. washwashed with brine (50×2 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel chromatography (eluting with petroleum ether/EtOAc=4/1)

出典と根拠

ORDレコード
ord-03ff19756b6c4eefb8063a25a595a1f7
出典データセット
uspto-grants-2015_02
特許番号
US08952169B2

関連ノート

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