1,5-Naphthyridine-3-carbonitrile, 4-chloro-6-methyl- → 6-Methyl-[1,5]naphthyridine-3-carbonitrile

HRID 968725ノート

反応式

HRID 968725 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[N:10]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14]>[Zn].CC(O)=O>[CH3:12][C:9]1[N:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]([C:13]#[N:14])=[CH:2]2

参加物

4

反応物 1

HCID 587242971,5-Naphthyridine-3-carbonitrile, 4-chloro-6-methyl-2 回

生成物 1

HCID 587243266-Methyl-[1,5]naphthyridine-3-carbonitrile収率 72.4%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

To a solution of 4-chloro-6-methyl-[1,5]naphthyridine-3-carbonitrile (200.0 mg, 0.98 mmol) (compound 5, see Example 1)in AcOH (20 mL) was added Zinc dust (156.1 mg, 2.40 mmol) and the reaction mixture was stirred at r.t. for 2 hrs. The reaction mixture was filtered through celite and the filtrate was then concentrated. The residue was dissolved in AcOEt and washed with water, Sat. Na2CO3, brine and dried to yield 6-methyl-[1,5]naphthyridine-3-carbonitrile as a light brown solid (120.0 mg, 71.3%). HR-MS-EI (+) m/e calcd for C10H7N3(M+) 169.0640. found 169.0639.

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was then concentrated
  3. dissolutionThe residue was dissolved in AcOEt
  4. washwashed with water, Sat. Na2CO3, brine
  5. customdried

出典と根拠

ORDレコード
ord-86f823dfea2e464ab7b448ec399a90b8
出典データセット
uspto-grants-2007_12
特許番号
US07304074B2

反応ノート

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