5-Chlorotetrazolo(1,5-a][1,7]naphthyridine → HCID 12015801、化合物

HRID 47462ノート

反応式

HRID 47462 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][N:8]=[CH:9][CH:10]=2)[N:5]2[N:12]=[N:13][N:14]=[C:4]2[CH:3]=1>C(N)C(C)C>[CH3:10][CH:11]([CH3:2])[CH2:6][NH:5][C:2]1[C:11]2[C:6](=[CH:7][N:8]=[CH:9][CH:10]=2)[N:5]2[N:12]=[N:13][N:14]=[C:4]2[CH:3]=1

参加物

3

反応物 1

HCID 120158005-Chlorotetrazolo(1,5-a][1,7]naphthyridine

生成物 1

HCID 12015801HCID 12015801、化合物

試薬・触媒・溶媒 1

HCID 6558Isobutylamine溶媒

実験手順

A suspension of 5-chlorotetrazolo[1,5-a][1,7]naphthyridine (20 g) in isobutylamine (100 mL) was heated at reflux for several hours. The reaction mixture was concentrated under vacuum. The residue was taken up in dichloromethane, washed with water, dried over magnesium sulfate then concentrated under vacuum. The residue was recrystallized from toluene to give a material that was a mixture by thin layer chromatography. The material was purified by flash chromatography, silica gel eluting with dichloromethane, 5-20% ethyl acetate in dichloromethane, and 10% methanol in dichloromethane. The fractions with the slower moving material were concentrated to provide N5-(2-methylpropyl)tetrazolo[1,5-a][1,7]naphthyridin-5-amine as a solid, m.p. 220-221° C. Analysis: Calculated for C12H14N6: %C, 59.49; %H, 5.82; %N, 34.69. Found: %C, 59.35; %H, 5.89; %N, 34.88.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for several hours
  3. concentrationThe reaction mixture was concentrated under vacuum
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationthen concentrated under vacuum
  7. customThe residue was recrystallized from toluene
  8. customto give a material that
  9. customThe material was purified by flash chromatography, silica gel eluting with dichloromethane, 5-20% ethyl acetate in dichloromethane, and 10% methanol in dichloromethane
  10. concentrationwere concentrated

出典と根拠

ORDレコード
ord-eea8866fd18d45d58d22cbb5d154f69c
出典データセット
uspto-grants-2004_03
特許番号
US06699878B2

反応ノート

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