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

HRID 449035노트

반응식

HRID 449035 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-d932dee7004741b891528a8362fb0664
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481733B2

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