Azetidine → 4-(Azetidin-1-yl)-6-chloropyrimidine-5-carbaldehyde
반응식
Cl[C:2]1[C:7]([CH:8]=[O:9])=[C:6]([Cl:10])[N:5]=[CH:4][N:3]=1.[NH:11]1[CH2:14][CH2:13][CH2:12]1>C(Cl)(Cl)Cl.C(N(CC)CC)C>[N:11]1([C:2]2[C:7]([CH:8]=[O:9])=[C:6]([Cl:10])[N:5]=[CH:4][N:3]=2)[CH2:14][CH2:13][CH2:12]1참가 물질
5
실험 절차
To a solution of 4,6-dichloropyrimidine-5-carbaldehyde (1.00 g, 5.65 mmol) in chloroform at 0° C. were added azetidine (99%, 0.392 mL, 5.71 mmol) and triethylamine (5 drops). The reaction mixture was allowed to warm to room temperature and then stirred for 18 hours. The reaction mixture was filtered, and the filtrate was purified by silica gel chromatography (Gradient: 0% to 100% ethyl acetate in heptane) to provide the product. Yield: 880 mg, 4.45 mmol, 79%. LCMS m/z 198.1, 200.1 (M+1). 1H NMR (400 MHz, CD3OD) δ 2.34-2.43 (m, 2H), 4.12-4.33 (br m, 4H), 8.30 (s, 1H), 10.28 (s, 1H).
후처리
- filtrationThe reaction mixture was filtered
- customthe filtrate was purified by silica gel chromatography (Gradient: 0% to 100% ethyl acetate in heptane)
- customto provide the product
출처 및 근거
- ORD 기록
- ord-50b2e28456f84a5494615235ad31a5bc
- 출처 데이터셋
- uspto-grants-2014_09
- 특허 번호
- US08829010B2
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