Trimethylsilyldiazomethane → Methyl 6-amino-3-bromopyridine-2-carboxylate

HRID 1778903노트

반응식

HRID 1778903 반응식
[NH2:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=[O:9])[C:5]([Br:11])=[CH:4][CH:3]=1.[Si](C=[N+]=[N-])(C)(C)[CH3:13]>C(OCC)(=O)C.CO>[NH2:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:13])=[O:9])[C:5]([Br:11])=[CH:4][CH:3]=1

참가 물질

5

반응물 2

HCID 167693TrimethylsilyldiazomethaneHCID 467388136-Amino-3-bromopyridine-2-carboxylic acid

생성물 1

HCID 10657127Methyl 6-amino-3-bromopyridine-2-carboxylate

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 6-amino-3-bromopicolinic acid (30 g) in ethyl acetate (300 mL) and methanol (300 mL) was added TMS-diazomethane (70 mL, 2M in hexanes) and the reaction mixture was stirred for 3 days. The mixture was concentrated, taken up in ether (500 mL) and washed with aqueous saturated Na2CO3 solution (twice) and brine, then dried over sodium sulfate, filtered and concentrated to provide the title compound.

후처리

  1. concentrationThe mixture was concentrated
  2. washwashed with aqueous saturated Na2CO3 solution (twice) and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f52d48cffd074ff7a8eeb047759bd4fd
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09266877B2

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