6-methoxy-N-methylpyridin-2-amine → (6-Methoxy-pyridin-2-yl)-methyl-carbamic Acid 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl Ester

HRID 1179977

반응식

HRID 1179977 반응식
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)=[CH:7][CH:6]=1)=[O:3].[CH3:22][O:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][CH3:31])[N:25]=1>>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([O:11][C:8]2[CH:9]=[CH:10][C:5]([O:4][C:2](=[O:3])[N:30]([C:26]3[CH:27]=[CH:28][CH:29]=[C:24]([O:23][CH3:22])[N:25]=3)[CH3:31])=[CH:6][CH:7]=2)=[N:13][CH:14]=1

참가 물질

3

반응물 2

HCID 70191686-methoxy-N-methylpyridin-2-amineHCID 220477624-(5-Trifluoromethylpyridin-2-yloxy)-phenyl chloroformate

생성물 1

HCID 69520765(6-Methoxy-pyridin-2-yl)-methyl-carbamic Acid 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl Ester

실험 절차

The crude product was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl chloroformate and and 2-methoxy-6-methylaminopyridine. The reaction mixture was evaporated to dryness, dissolved in dichloromethane (100 ml) and extracted with a aqueous phosphate buffer, pH 7. The aqueous phase was extracted with dichloromethane (100 ml×2) and the combined organic phases were dried and evaporated to dryness. The product was subjected to flash chromatography, ethyl acetate/heptane (1:7) to give the titlew product (86%, white crystals). HPLC-MS m/z=420.4 (M+1), Rt: 5.23 min.

후처리

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutiondissolved in dichloromethane (100 ml)
  3. extractionextracted with a aqueous phosphate buffer, pH 7
  4. extractionThe aqueous phase was extracted with dichloromethane (100 ml×2)
  5. customthe combined organic phases were dried
  6. customevaporated to dryness
  7. customto give the titlew product (86%, white crystals)

출처 및 근거

ORD 기록
ord-c3611bc78e9842a4b4f7bad494f4fb60
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279470B2

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