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碳酸钾 → HCID 53629614,化合物

HRID 1011663
笔记
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反应方程式

HRID 1011663 反应方程式
C(=O)([O-])[O-].[K+].[K+].[CH3:7][C:8]([Si:11]([CH3:33])([CH3:32])[O:12][CH2:13][C@@H:14]([O:16][C:17]1[CH:18]=[C:19]([CH:28]=[C:29]([OH:31])[CH:30]=1)[C:20]([NH:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1)=[O:21])[CH3:15])([CH3:10])[CH3:9].[N:34]1([C:38]([C:40]2[CH:41]=[CH:42][C:43](Cl)=[N:44][CH:45]=2)=[O:39])[CH2:37][CH2:36][CH2:35]1>C(#N)C>[N:34]1([C:38]([C:40]2[CH:41]=[CH:42][C:43]([O:31][C:29]3[CH:28]=[C:19]([CH:18]=[C:17]([O:16][C@@H:14]([CH3:15])[CH2:13][O:12][Si:11]([C:8]([CH3:9])([CH3:10])[CH3:7])([CH3:33])[CH3:32])[CH:30]=3)[C:20]([NH:22][C:23]3[S:24][CH:25]=[CH:26][N:27]=3)=[O:21])=[N:44][CH:45]=2)=[O:39])[CH2:37][CH2:36][CH2:35]1
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

5

反应物 3

HCID 11430碳酸钾HCID 536296155-(Azetidin-1-ylcarbonyl)-2-chloropyridineHCID 59127134HCID 59127134,化合物

产物 1

HCID 53629614HCID 53629614,化合物

试剂、催化剂与溶剂 1

HCID 6342乙腈溶剂

反应条件

温度
160 °C

实验过程

Potassium carbonate (0.14 g, 0.98 mmol) was added to a mixture of 3-[((1S)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-1-methylethyl)oxy]-5-hydroxy-N-1,3-thiazol-2-ylbenzamide (200 mg, 0.49 mmol) and 5-(azetidin-1-ylcarbonyl)-2-chloropyridine (96 mg, 0.49 mmol) in acetonitrile (5.0 mL) and the stirred mixture heated at 160° C. in a ‘Biotage initiator Microwave’ for 4 hours. The mixture was allowed to reach RT and pressure and was partitioned between ethyl acetate (50 mL) and water (50 mL). The ethyl acetate layer was separated, washed with water (5×50 mL), brine (50 mL), dried (MgSO4) and evaporated to a residue which was chromatographed on silica, eluting with a gradient of 60-100% ethyl acetate in isohexane, to give the desired compound. (0.15 g).

后处理

  1. customto reach RT
  2. custompressure and was partitioned between ethyl acetate (50 mL) and water (50 mL)
  3. customThe ethyl acetate layer was separated
  4. washwashed with water (5×50 mL), brine (50 mL)
  5. dry with materialdried (MgSO4)
  6. customevaporated to a residue which
  7. customwas chromatographed on silica
  8. washeluting with a gradient of 60-100% ethyl acetate in isohexane

来源与证据

ORD记录
ord-a07d4cb9899f4ed7b1153a2e58a33936
来源数据集
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
专利号
US07977328B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记