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

HRID 646672ノート

反応式

HRID 646672 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-c2e418724440495a9ea83d751cab1d7d
出典データセット
uspto-grants-2010_04
特許番号
US07704995B2

反応ノート

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