Toluene → Methyl4-[4-(methylamino)-3-nitrophenoxy]pyridine-3-carboxylate

HRID 1790710

반응식

HRID 1790710 반응식
COC([C:5]1C=N[CH:8]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19](=O)C(F)(F)F)=[C:14]([N+:25]([O-:27])=[O:26])[CH:13]=2)[CH:10]=1)=O.[C:28](#[N:30])C.[OH-:31].[Na+].S(OC)([O:36][CH3:37])(=O)=O.[C:40]1(C)C=CC=CC=1>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1>[CH3:40][O:31][C:37]([C:8]1[CH:28]=[N:30][CH:5]=[CH:10][C:9]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][CH3:19])=[C:14]([N+:25]([O-:27])=[O:26])[CH:13]=1)=[O:36]

참가 물질

7

반응물 5

HCID 1140TolueneHCID 6342AcetonitrileHCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 22040901Methyl5-[3-nitro-4-(2,2,2-trifluoroacetylamino)phenoxy]-pyridine-3-carboxylate

생성물 1

HCID 22040570Methyl4-[4-(methylamino)-3-nitrophenoxy]pyridine-3-carboxylate

시약·촉매·용매 1

HCID 5963Benzyltrimethylammonium chloride촉매

실험 절차

To the solution of the methyl5-[3-nitro-4-(2,2,2-trifluroacetylamino)phenoxy]-pyridine-3-carboxylate (1 eq) in a mixture of toluene, acetonitrile and sodium hydroxide solution (50%) was added benzyltrimethylammonium chloride (1 eq) and dimethyl sulfate (1.2 eq). The biphasic mixture was stirred overnight at room temperature and evaporated. The mixture was taken up in ethyl acetate, washed with water, brine, dried and evaporated. The crude was purified by column chromatography to afford methyl4-[4-(methylamino)-3-nitrophenoxy]pyridine-3-carboxylate. MS: MH+=303.

후처리

  1. customevaporated
  2. washwashed with water, brine
  3. customdried
  4. customevaporated
  5. customThe crude was purified by column chromatography

출처 및 근거

ORD 기록
ord-bb9a850ef83945038bd3835d81d78414
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071216B2

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