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

HRID 873993노트

반응식

HRID 873993 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 8028Tetrahydrofuran용매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-760f16ae51164fa6a9668cebcad1bf58
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975417B2

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