Ammonium Chloride → HCID 86708695, 화합물

HRID 921797노트

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HRID 921797 반응식
[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]

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 86708693HCID 86708693, 화합물

생성물 1

HCID 86708695HCID 86708695, 화합물수율 99%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-b4c93e393e604ef593837f607ac579cf
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273057B2

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