N,N-二甲基甲酰胺 → 2-bromo-6-{[(3R)-3-methoxypyrrolidin-1-yl]carbonyl}pyridine

HRID 385880

反应方程式

HRID 385880 反应方程式
[CH:1]1[CH:2]=[CH:3][C:4]2N(O)N=[N:7][C:5]=2C=1.CCN([CH:17]([CH3:19])C)C(C)C.CN([C:23]([O:27]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[Br:44]C1C(C(O)=O)=NC=CC=1.N1C=CN2CCNCC=12.[CH3:63][N:64]([CH:66]=[O:67])[CH3:65]>C(Cl)Cl>[Br:44][C:5]1[CH:4]=[CH:3][CH:2]=[C:1]([C:66]([N:64]2[CH2:65][CH2:19][C@@H:17]([O:27][CH3:23])[CH2:63]2)=[O:67])[N:7]=1

参与物

8

实验过程

A solution of HOBt (148 mg, 0.97 mmol), DIEA (130 μL, 0.74 mmol), HATU (367 mg, 0.97 mmol), bromopyridine-2-carboxylic acid (150 mg, 0.74 mmol) and 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (91 mg, 0.74 mmol) in DMF (2.5 mL) was stirred overnight at 65° C. Upon completion, Si-carbonate (2.8 g, 2.23 mmol) and DCM (3 mL) were added and the mixture was shaken overnight at room temperature. The resulting mixture was then filtered, washed with DCM, concentrated in vacuo and purified by reverse phase HPLC (acetonitrile/water+formic acid modifier) to afford the title compound.

后处理

  1. filtrationThe resulting mixture was then filtered
  2. washwashed with DCM
  3. concentrationconcentrated in vacuo
  4. custompurified by reverse phase HPLC (acetonitrile/water+formic acid modifier)

来源与证据

ORD记录
ord-ef6d136ec9034e4880c918885b1dd270
来源数据集
uspto-grants-2013_02
专利号
US08367706B2

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