Ammonia → 3-Bromo-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazin-8-ylamine

HRID 449035ノート

反応式

HRID 449035 の反応式
[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10](Cl)[C:5]2=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:13]=2)[N:3]=1.[NH3:25].CC(O)C>>[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10]([NH2:25])[C:5]2=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:14][CH:13]=2)[N:3]=1

参加物

4

反応物 3

HCID 222AmmoniaHCID 3776IsopropanolHCID 866360333-Bromo-8-chloro-1-(4-phenoxy-phenyl)-imidazo[1,5-a]pyrazine

生成物 1

HCID 669155513-Bromo-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazin-8-ylamine

実験手順

3-Bromo-8-chloro-1-(4-phenoxy-phenyl)-imidazo[1,5-a]pyrazine (2.05 g, 5.0 mmol) and NH3 in iPrOH (9 M, 20 mL, 180 mmol) in a bomb apparatus were heated at 110° C. for 24 h. Cooled to rt., and evaporated. The residue was dissolved in EtOAc (20 mL), washed with water (10 mL) and dried (Na2SO4). Evaporation of solvent gave a residue, which was triturated with diisopropyl ether (30 mL). 1H NMR (DMSO-d6, 400 MHz), δ 6.23 (bs, 2H), 7.09-7.19 (m, 6H), 7.39-7.43 (m, 3H), 7.58 (d, J=8.4 Hz, 2H).

後処理

  1. custom, and evaporated
  2. dissolutionThe residue was dissolved in EtOAc (20 mL)
  3. washwashed with water (10 mL)
  4. dry with materialdried (Na2SO4)
  5. customEvaporation of solvent
  6. customgave a residue, which
  7. customwas triturated with diisopropyl ether (30 mL)

出典と根拠

ORDレコード
ord-d932dee7004741b891528a8362fb0664
出典データセット
uspto-grants-2013_07
特許番号
US08481733B2

反応ノート

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