Acetic Anhydride → 6-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine

HRID 873993ノート

反応式

HRID 873993 の反応式
[C:1](OC(=O)C)(=O)[CH3:2].[Br:8][C:9]1[CH:10]=[C:11]([CH3:17])[C:12]([NH:15][NH2:16])=[N:13][CH:14]=1>C1COCC1.O1CCOCC1.C(O)(=O)C>[Br:8][C:9]1[CH:10]=[C:11]([CH3:17])[C:12]2[N:13]([C:1]([CH3:2])=[N:16][N:15]=2)[CH:14]=1

参加物

6

反応物 2

HCID 7918Acetic AnhydrideHCID 534029825-Bromo-2-hydrazinyl-3-methylpyridine

生成物 1

HCID 837915436-Bromo-3,8-dimethyl-[1,2,4]triazolo[4,3-a]pyridine収率 96.3%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 8028Tetrahydrofuran溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of acetic anhydride (12.22 mL, 129 mmol) in THF (10 mL) was added over a 10 min period to a suspension of 5-bromo-2-hydrazinyl-3-methylpyridine (25 g, 118 mmol) (Step 130.5) in dioxane (125 mL) and acetic acid (25 mL), at rt. The reaction mixture was stirred for 10 min at rt, heated to 100° C., stirred for 7 h at this temperature, and concentrated. The solid residue was purified by trituration with TBME to provide the title compound (25.7 g) as a colorless solid. tR: 0.39 min (LC-MS 2); ESI-MS: 225.9 [M+H]+ (LC-MS 2).

後処理

  1. temperatureheated to 100° C.
  2. stirringstirred for 7 h at this temperature
  3. concentrationconcentrated
  4. customThe solid residue was purified by trituration with TBME

出典と根拠

ORDレコード
ord-760f16ae51164fa6a9668cebcad1bf58
出典データセット
uspto-grants-2015_03
特許番号
US08975417B2

反応ノート

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