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盐酸 → Methyl 4-(3-amino-6-(4-oxocyclohexyl)pyrazin-2-yl)-2-fluorobenzoate

HRID 595992
笔记
打印预览

反应方程式

HRID 595992 反应方程式
[NH2:1][C:2]1[C:3]([C:18]2[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]([F:28])[CH:19]=2)=[N:4][C:5]([CH:8]2[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)=[CH:6][N:7]=1.Cl.[OH-].[Na+].C([O-])(O)=O.[Na+]>C(#N)C.O>[NH2:1][C:2]1[C:3]([C:18]2[CH:27]=[CH:26][C:21]([C:22]([O:24][CH3:25])=[O:23])=[C:20]([F:28])[CH:19]=2)=[N:4][C:5]([CH:8]2[CH2:17][CH2:16][C:11](=[O:12])[CH2:10][CH2:9]2)=[CH:6][N:7]=1
参与物实验过程后处理来源与证据反应笔记

参与物

7

反应物 4

HCID 313盐酸HCID 14798氢氧化钠HCID 516892碳酸氢钠HCID 118045738Methyl 4-(3-amino-6-(1,4-dioxaspiro[4.5]decan-8-yl)pyrazin-2-yl)-2-fluorobenzoate

产物 1

HCID 118045808Methyl 4-(3-amino-6-(4-oxocyclohexyl)pyrazin-2-yl)-2-fluorobenzoate收率 67%

试剂、催化剂与溶剂 2

HCID 962
聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]
溶剂
HCID 6342乙腈溶剂

实验过程

To a solution of methyl 4-(3-amino-6-(1,4-dioxaspiro[4.5]decan-8-yl)pyrazin-2-yl)-2-fluorobenzoate (6.2 g, 16.00 mmol) in Acetonitrile (100 mL), Water (40 mL), was added 3M aqueous solution HCl (13.34 mL, 80 mmol). The reaction was stirred at room temperature for 30 min. The reaction mixture was basified with 6M NaOH (10 mL), then use sat. NaHCO3 to adjust to pH 8. After acetonitrile was removed in vacuo, the solid suspension residue was filtered and washed with water and heptane, air-dried to give methyl 4-(3-amino-6-(4-oxocyclohexyl)pyrazin-2-yl)-2-fluorobenzoate as light yellow solid in 67% yield. LCMS (m/z): 344.0 (MH+), 0.70 min.

后处理

  1. customAfter acetonitrile was removed in vacuo
  2. filtrationthe solid suspension residue was filtered
  3. washwashed with water and heptane
  4. customair-dried

来源与证据

ORD记录
ord-472aaf18afcc44bd96084f90322a31bb
来源数据集
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
专利号
US09242996B2

反应笔记

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本页导航参与物实验过程后处理来源与证据反应笔记