Ammonia → 1-Bromo-3-cyclobutylimidazo[1,5-a]pyrazin-8-amine

HRID 386301노트

반응식

HRID 386301 반응식
[Br:1][C:2]1[N:3]=[C:4]([CH:12]2[CH2:15][CH2:14][CH2:13]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7](Cl)[C:6]=12.[NH3:16].O>CC(O)C>[Br:1][C:2]1[N:3]=[C:4]([CH:12]2[CH2:15][CH2:14][CH2:13]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([NH2:16])[C:6]=12

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 962WaterHCID 576809781-Bromo-8-chloro-3-cyclobutylimidazo[1,5-A]pyrazine

생성물 1

HCID 576809341-Bromo-3-cyclobutylimidazo[1,5-a]pyrazin-8-amine

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
100 °C

실험 절차

A suspension of 1-bromo-8-chloro-3-cyclobutylimidazo[1,5-a]pyrazine (341 mg, 1.2 mmol) in IPA (3 mL) was saturated with NH3(g) at 0° C. for 3 min. The tube was sealed and heated at 100° C. for 17 h. H2O (10 mL) was added and the mixture was extracted with EtOAc (3×30 mL). The organic phase was washed with brine and concentrated under reduced pressure to provide the title compound as a white solid; 1H NMR (400 MHz, CDCl3) δ 7.30 (d, J=4.8 Hz, 1H), 6.97 (d, J=5.2 Hz, 1H), 5.65 (br, 2H), 3.70 (qud, J=0.8 Hz, 8.4 Hz, 1H), 2.55-2.35 (m, 4H), 2.18-1.93 (m, 2H); MS (ES+): m/z 267.1 (100), 269.1 (100) [MH+]; HPLC: tR=1.70 min (OpenLynx, polar—5 min).

후처리

  1. customThe tube was sealed
  2. extractionthe mixture was extracted with EtOAc (3×30 mL)
  3. washThe organic phase was washed with brine
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bf0db578be384eb5be99dcf448890145
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367826B2

반응 노트

불러오는 중…