Hydrochloric Acid → 3-amino-N-methyl-6-(4-hydroxyoxyphenyl)pyrazine-2-carboxamide

HRID 646672노트

반응식

HRID 646672 반응식
[NH2:1][C:2]1[C:3]([C:21]([NH:23][CH3:24])=[O:22])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14]C3CCCCO3)=[CH:10][CH:9]=2)=[CH:6][N:7]=1.Cl.[OH2:26]>CO>[NH2:1][C:2]1[C:3]([C:21]([NH:23][CH3:24])=[O:22])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][OH:26])=[CH:10][CH:9]=2)=[CH:6][N:7]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 686501893-amino-N-methyl-6-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]pyrazine-2-carboxamide

생성물 1

HCID 866078323-amino-N-methyl-6-(4-hydroxyoxyphenyl)pyrazine-2-carboxamide수율 64%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3-amino-N-methyl-6-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]pyrazine-2-carboxamide (63 mg) was suspended in methanol followed by addition of aqueous hydrochloric acid (2 mL). The mixture was stirred for 15 min., poured into water (10 mL), and extracted with ethyl acetate (10 mL). The organic layer was washed with saturate aqueous sodium chloride then dried over anhydrous sodium sulfate. Filtration, concentration and column chromatography on silica followed by drying in vacuo afforded 3-amino-N-methyl-6-(4-hydroxyoxyphenyl)pyrazine-2-carboxamide (30 mg, 64% yield): 1H NMR (400 MHz; DMSO-D6): 9.62 (s, 1H); 8.78 (m, 1H); 8.82 (m, 1H); 8.7 (s, 1H); 7.98 (d, 2H); 7.5 (br s, 1H); 6.8 (d, 2H); 2.85 (d, 3H); MS (EI) for C12H12N4O2:245 (MH+).

후처리

  1. extractionextracted with ethyl acetate (10 mL)
  2. washThe organic layer was washed with saturate aqueous sodium chloride
  3. dry with materialthen dried over anhydrous sodium sulfate
  4. filtrationFiltration, concentration and column chromatography on silica
  5. customby drying in vacuo

출처 및 근거

ORD 기록
ord-c2e418724440495a9ea83d751cab1d7d
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07704995B2

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