二甲氨基甲酰氯 → N'-(4-bromo-2-fluorobenzyl)-N,N-dimethylurea

HRID 500186

反应方程式

HRID 500186 反应方程式
[CH3:1][N:2]([CH3:6])[C:3](Cl)=[O:4].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][NH2:15])=[C:10]([F:16])[CH:9]=1.C(N(CC)CC)C>C(Cl)Cl.CN(C)C1C=CN=CC=1>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][NH:15][C:3](=[O:4])[N:2]([CH3:6])[CH3:1])=[C:10]([F:16])[CH:9]=1

参与物

6

反应物 3

HCID 6598二甲氨基甲酰氯HCID 8471三乙胺HCID 37708484-溴-2-氟苄胺

产物 1

HCID 67225137N'-(4-bromo-2-fluorobenzyl)-N,N-dimethylurea

试剂、催化剂与溶剂 2

HCID 142844-二甲氨基吡啶(DMAP)催化剂HCID 6344二氯甲烷溶剂

实验过程

N,N-Dimethylcarbamoyl chloride (101 μL, 1.1 mmol) was added to a solution of 1-(4-bromo-2-fluorophenyl)methanamine (0.204 g, 1.0 mmol) and triethylamine (148.1 μL, 1.10 mmol) in methylene chloride (5 mL) at 0° C., followed by 4-dimethylaminopyridine (0.012 g, 0.1 mmol). After 10 min, the ice-water bath was removed and the mixture was stirred overnight at RT. The mixture was washed with water and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue (253 mg, 91.9%) was directly used in next step without further purification. LCMS: (M+H)=276.9/274.9.

后处理

  1. customthe ice-water bath was removed
  2. washThe mixture was washed with water and brine
  3. dry with materialThe organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue (253 mg, 91.9%) was directly used in next step without further purification

来源与证据

ORD记录
ord-d0bc222f51e94dbab84bdf4c99763d31
来源数据集
uspto-grants-2010_08
专利号
US07767675B2

关联笔记

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