Methanol → 5-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-2-amine

HRID 387837노트

반응식

HRID 387837 반응식
Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[O:9][C:10]1[C:19]2[C:14](=[CH:15][C:16]([O:22][CH3:23])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][CH:11]=1.CO.O1CCCC1.C(N(CC)CC)C>[C].[Pd].C(OCC)(=O)C>[CH3:21][O:20][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][C:16]=1[O:22][CH3:23])[N:13]=[CH:12][CH:11]=[C:10]2[O:9][C:3]1[CH:4]=[CH:5][C:6]([NH2:8])=[N:7][CH:2]=1

참가 물질

7

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 229368366-Chloro-5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-ylamine

생성물 1

HCID 229365375-(6,7-Dimethoxyquinolin-4-yloxy)pyridin-2-amine수율 31%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 8857Ethyl Acetate용매

실험 절차

After suspending 6-chloro-5-(6,7-dimethoxyquinolin-4-yloxy)pyridin-2-ylamine (500 mg, 1.51 mmol) in a mixed solvent of methanol (20 ml), tetrahydrofuran (10 ml) and triethylamine (3 ml), palladium carbon (300 mg) was added and the mixture was stirred for 15 hours at room temperature under a hydrogen atmosphere. The catalyst was filtered off by celite filtration, washing was performed with ethanol, and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent-ethyl acetate), and the fraction containing the target substance was concentrated, suspended in ethyl acetate and diluted with hexane, after which the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (138 mg, 0.465 mmol, 31%) as colorless crystals.

후처리

  1. additionwas added
  2. filtrationThe catalyst was filtered off by celite filtration
  3. washwashing
  4. distillationthe filtrate was distilled off under reduced pressure
  5. customThe obtained crude product
  6. additionthe fraction containing the target substance
  7. concentrationwas concentrated
  8. additiondiluted with hexane
  9. filtrationafter which the crystals were filtered out
  10. washwashed with hexane
  11. customblow-dried

출처 및 근거

ORD 기록
ord-5f98a9da080d4e039e1a3058baa91817
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372981B2

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