1-Fluoro-2-iodo-4-(trifluoromethyl)benzene → tert-Butyl{4-[2-fluoro-5-(trifluoromethyl)phenyl]pyridin-2-yl}carbamate

HRID 509112ノート

反応式

HRID 509112 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1I.[C:13]([O:17][C:18](=[O:35])[NH:19][C:20]1[CH:25]=[C:24](B2OC(C)(C)C(C)(C)O2)[CH:23]=[CH:22][N:21]=1)([CH3:16])([CH3:15])[CH3:14]>>[C:13]([O:17][C:18](=[O:35])[NH:19][C:20]1[CH:25]=[C:24]([C:3]2[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=2[F:1])[CH:23]=[CH:22][N:21]=1)([CH3:16])([CH3:14])[CH3:15]

参加物

3

反応物 2

HCID 467352351-Fluoro-2-iodo-4-(trifluoromethyl)benzeneHCID 49760449tert-butyl N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate

生成物 1

HCID 68042651tert-Butyl{4-[2-fluoro-5-(trifluoromethyl)phenyl]pyridin-2-yl}carbamate収率 41%

実験手順

Prepared according to Preparation 21 using 1-fluoro-2-iodo-4-(trifluoromethyl)benzene and tert-butyl[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]carbamate (Preparation 24, 430 mg, 1.0 mmol). The residue was purified by silica gel column chromatography (ISCO™, 0-30% ethyl acetate in heptane gradient elution, 2×12 g SiO2) to give title compound as a green solid (0.105 g, 41%).

後処理

  1. customPrepared
  2. customThe residue was purified by silica gel column chromatography (ISCO™, 0-30% ethyl acetate in heptane gradient elution, 2×12 g SiO2)

出典と根拠

ORDレコード
ord-0e823589a1704aefa945787fa2305e24
出典データセット
uspto-grants-2015_08
特許番号
US09096558B2

反応ノート

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