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

HRID 968725노트

반응식

HRID 968725 반응식
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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-86f823dfea2e464ab7b448ec399a90b8
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304074B2

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