Bromine → Methyl 3-(6-amino-5-bromopyridazin-3-yl)benzoate

HRID 1755299노트

반응식

HRID 1755299 반응식
[NH2:1][C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=2)[C:11]([O:13][CH3:14])=[O:12])=[CH:4][CH:3]=1.C([O-])(O)=O.[Na+].[Br:23]Br>CO>[NH2:1][C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=2)[C:11]([O:13][CH3:14])=[O:12])=[CH:4][C:3]=1[Br:23]

참가 물질

5

반응물 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 86682701Methyl 3-(6-aminopyridazin-3-yl)benzoate

생성물 1

HCID 86682702Methyl 3-(6-amino-5-bromopyridazin-3-yl)benzoate수율 39%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In a 150 mL round bottom flask was placed methyl 3-(6-aminopyridazin-3-yl)benzoate (2.29 g, 10 mmol), NaHCO3 (1.68 g, 20 mmol) and methanol (40 mL). To this suspension was added Br2 (1.6 g, 10 mmol) drop wise over about 30 minutes at room temperature. The mixture was stirred for 16 h, then filtered and concentrated in vacuo. The residue was purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=2:1) to give methyl 3-(6-amino-5-bromopyridazin-3-yl)benzoate (1.2 g, 39%) as a light orange solid. LC-MS: [M+H]+, 308.0, tR=1.377 min.

후처리

  1. customIn a 150 mL round bottom flask was placed
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-687e63ca44b540acb801f50735657ab3
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169259B2

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