Ammonium Chloride → HCID 86708695、化合物

HRID 921797ノート

反応式

HRID 921797 の反応式
[Cl-].[NH4+].[Cl:3][C:4]1[C:11]([N+:12]([O-])=O)=[CH:10][C:7]([C:8]#[N:9])=[CH:6][C:5]=1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]2([CH3:26])[CH2:25][O:24][CH2:23]2)[CH2:18][CH2:17]1>CO.[Zn]>[NH2:12][C:11]1[CH:10]=[C:7]([CH:6]=[C:5]([O:15][CH:16]2[CH2:21][CH2:20][N:19]([C:22]3([CH3:26])[CH2:23][O:24][CH2:25]3)[CH2:18][CH2:17]2)[C:4]=1[Cl:3])[C:8]#[N:9]

参加物

5

反応物 2

HCID 25517Ammonium ChlorideHCID 86708693HCID 86708693、化合物

生成物 1

HCID 86708695HCID 86708695、化合物収率 99%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 887Methanol溶媒

実験手順

Ammonium chloride (584 mg, 10.92 mmol) and zinc (356 mg, 5.46 mmol) were added to a solution of 4-chloro-3-((1-(3-methyloxetan-3-yl)piperidin-4-yl)oxy)-5-nitrobenzonitrile (96 mg, 0.273 mmol) in methanol (10 mL) and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was filtered through celite and the filtrate was concentrated, the crude was purified by flash chromatography on silica gel using an automated ISCO system (loaded onto a 24 g dry column, 24 g column, eluting with 0-6% 2 N ammonia in methanol/dichloromethane). 3-amino-4-chloro-5-((1-(3-methyloxetan-3-yl)piperidin-4-yl)oxy)benzonitrile (87 mg) was obtained as a foaming solid.

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated
  3. customthe crude was purified by flash chromatography on silica gel using an automated ISCO system (
  4. customdry column, 24 g column
  5. washeluting with 0-6% 2 N ammonia in methanol/dichloromethane)

出典と根拠

ORDレコード
ord-b4c93e393e604ef593837f607ac579cf
出典データセット
uspto-grants-2016_03
特許番号
US09273057B2

反応ノート

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