HCID 59198392, 화합물 → HCID 66820348, 화합물
반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[N:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=2)[CH:5]=[C:4]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[N:3]=1.[CH3:23][O:24][C:25]1[C:30](B2OC(C)(C)C(C)(C)O2)=[CH:29][N:28]=[C:27]([NH2:40])[N:26]=1>>[CH3:23][O:24][C:25]1[C:30]([C:2]2[N:7]=[C:6]([NH:8][C:9]3[CH:10]=[N:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=3)[CH:5]=[C:4]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[N:3]=2)=[CH:29][N:28]=[C:27]([NH2:40])[N:26]=1참가 물질
실험 절차
According to Example 1, the reaction of 2-chloro-N-(6-methoxypyridin-3-yl)-6-morpholinopyrimidin-4-amine (40 mg, 0.124 mmol) with 4-methoxy-5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))pyrimidine-2-ylamine (94 mg, 0.372 mmol) gave 4′-methoxy-N4-(6-methoxypyridin-3-yl)-6-morpholino-2,5′-bipyrimidine-2′,4-diamine. A mixture of crude 4′-methoxy-N4-(6-methoxypyridin-3-yl)-6-morpholino-2,5′-bipyrimidine-2′,4-diamine and morpholine (0.108 mL, 1.24 mmol) in N-methylpyrrolidinone (2 mL) was heated under microwave irradiation (high absorption, fixed hold time) for 20 minutes at 200° C. Additional morpholine (0.108 mL, 1.24 mmol) was added and the solution heated at 200° C. under microwave irradiation for another 50 minutes. Another portion of morpholine (0.108 mL, 1.24 mmol) was added and the mixture heated at 200° C. under microwave irradiation for 90 minutes. Upon cooling the material was directly purified by reverse-phase HPLC. After lyophilization, the bis-TFA salt of 2-amino-5-(4-(6-methoxypyridin-3-ylamino)-6-morpholinopyrimidin-2-yl)pyrimidin-4(3H)-one was isolated as an off white solid (24.6 mg, 50%): LCMS (m/z): 397.1 (MH+). Rt: 1.92 min.
출처 및 근거
- ORD 기록
- ord-5897a96eb3b54c6a8b0a46e9ee1b79e9
- 출처 데이터셋
- uspto-grants-2012_05
- 특허 번호
- US08173647B2
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