Ammonia → {[4-Chloro-2-fluoro-3-(1-naphthalenyloxy)phenyl]methyl}amine

HRID 1875048ノート

反応式

HRID 1875048 の反応式
Br[CH2:2][C:3]1[C:4]([F:21])=[C:5]([O:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][CH:12]=2)[C:6]([Cl:9])=[CH:7][CH:8]=1.[NH3:22].CO>ClCCl>[Cl:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][NH2:22])=[C:4]([F:21])[C:5]=1[O:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 222AmmoniaHCID 887MethanolHCID 684855581-{[3-(Bromomethyl)-6-chloro-2-fluorophenyl]oxy}naphthalene

生成物 1

HCID 68486009{[4-Chloro-2-fluoro-3-(1-naphthalenyloxy)phenyl]methyl}amine収率 87%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-{[3-(bromomethyl)-6-chloro-2-fluorophenyl]oxy}naphthalene (0.96 g, 2.63 mmol) in dichloromethane (10 mL) was added 7N ammonia in methanol (20 mL, 140 mmol). The mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was triturated with dichloromethane to give the desired product (0.769 g, 87%) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.29-8.37 (m, 1H), 7.94-8.03 (m, 1H), 7.60-7.71 (m, 4H), 7.56 (t, 1H), 7.36 (t, 1H), 6.56 (d, 1H), 4.13 (s, 2H). ES MS: m/z 302 (M+1).

後処理

  1. customThe solvent was evaporated
  2. customthe residue was triturated with dichloromethane

出典と根拠

ORDレコード
ord-78ebd4ad1f844df9b23675073551c2a0
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

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