Dimethylformamide → 2-bromo-6-{[(3R)-3-methoxypyrrolidin-1-yl]carbonyl}pyridine

HRID 385880

반응식

HRID 385880 반응식
[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

참가 물질

8

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ef6d136ec9034e4880c918885b1dd270
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

연결된 노트

불러오는 중…