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

HRID 588682ノート

反応式

HRID 588682 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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 Na2CO3 solution (twice), then washed with brine, dried over sodium sulfate, filtered and concentrated to provide the title compound.

後処理

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

出典と根拠

ORDレコード
ord-979721791f91448a8e687c1e4419bd9d
出典データセット
uspto-grants-2016_01
特許番号
US09227963B2

反応ノート

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