Ammonia → Diammonium[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate

HRID 448808ノート

反応式

HRID 448808 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[C:12]([P:15](=[O:22])([O:19]CC)[O:16]CC)([F:14])[F:13])[N:8]=[C:7]([C:23]#[N:24])[CH:6]=[CH:5]2.Br[Si](C)(C)C.[NH3:30].CO>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[C:12]([P:15](=[O:16])([O-:19])[O-:22])([F:14])[F:13])[N:8]=[C:7]([C:23]#[N:24])[CH:6]=[CH:5]2.[NH4+:30].[NH4+:8]

参加物

6

反応物 4

HCID 222AmmoniaHCID 887MethanolHCID 76113BromotrimethylsilaneHCID 86638326Diethyl[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate

生成物 1

HCID 67501574Diammonium[(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of diethyl [(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate (370 mg, 0.883 mmol) in dichloromethane (9) at 0° C. was added dropwise bromotrimethylsilane (1.15 mL, 8.83 mmol). The reaction mixture was stirred at room temperature overnight. It was concentrated to dryness, and co-evaporated with dichloromethane (2×). Ethanol (5 mL) was added to the residue, which was stirred for 20 minutes. It was concentrated to dryness and co-evaporated with ethanol (2×). The residue was dissolved in methanol (8 mL) and 2.0 M ammonia in methanol (4.4 mL, 8.80 mmol) was added dropwise. It was stirred for 20 minutes, concentrated to dryness and suspended in diethyl ether. The precipitate was filtered to afford diammonium [(6-bromo-2-cyanoquinolin-7-yl)(difluoro)methyl]phosphonate.

後処理

  1. concentrationIt was concentrated to dryness
  2. additionEthanol (5 mL) was added to the residue, which
  3. stirringwas stirred for 20 minutes
  4. concentrationIt was concentrated to dryness and co-evaporated with ethanol (2×)
  5. dissolutionThe residue was dissolved in methanol (8 mL)
  6. stirringIt was stirred for 20 minutes
  7. concentrationconcentrated to dryness
  8. filtrationThe precipitate was filtered

出典と根拠

ORDレコード
ord-8ce011adc6d54d0fbfa04252f230f71f
出典データセット
uspto-grants-2013_07
特許番号
US08481742B2

反応ノート

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