Phosphorus oxychloride → 8-(3,3,4,4,4-Pentafluorobutyl)imidazo[1,5-a]pyrimidine-6-carbonitrile
반응식
[F:1][C:2]([F:21])([C:17]([F:20])([F:19])[F:18])[CH2:3][CH2:4][C:5]1[N:6]=[C:7]([C:14]([NH2:16])=O)[N:8]2[CH:13]=[CH:12][CH:11]=[N:10][C:9]=12.P(Cl)(Cl)(Cl)=O>>[F:21][C:2]([F:1])([C:17]([F:19])([F:18])[F:20])[CH2:3][CH2:4][C:5]1[N:6]=[C:7]([C:14]#[N:16])[N:8]2[CH:13]=[CH:12][CH:11]=[N:10][C:9]=12참가 물질
3
실험 절차
A solution of the intermediate from Step E in phosphoryl chloride (9.43 mL, 101 mmol) was heated at 105° C. for 30 min. The majority of the phosphoryl chloride was removed in vacuo. The crude product was partitioned between saturated aq. NaHCO3 and EtOAc. The aqueous layer was separated and further extracted with EtOAc (2×). The combined extracts were dried (Na2SO4) and concentrated in vacuo to give the desired product, as a yellow solid. 1H NMR (600 MHz, CHCl3-d) δ 8.47 (dd, J=7.1, 1.6 Hz, 1H); 8.41 (dd, J=3.8, 1.7 Hz, 1H); 6.98 (dd, J=7.1, 3.8 Hz, 1H); 3.35-3.31 (m, 2H); 2.68-2.57 (m, 2H). m/z=291.1 (M+H).
후처리
- custom