Bromotrimethylsilane → HCID 178491167, compound
Reaction equation
[OH:1][C:2]1[C:7]([C:8]([NH:10][CH:11]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)[C:12]2[CH:26]=[CH:25][C:15]([CH2:16][P:17](=[O:24])([O:21]CC)[O:18]CC)=[CH:14][CH:13]=2)=[O:9])=[CH:6][N:5]=[C:4]([C:35]2[N:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[N:3]=1.C[Si](Br)(C)C>C(Cl)Cl>[OH:1][C:2]1[C:7]([C:8]([NH:10][CH:11]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)[C:12]2[CH:13]=[CH:14][C:15]([CH2:16][P:17](=[O:18])([OH:21])[OH:24])=[CH:25][CH:26]=2)=[O:9])=[CH:6][N:5]=[C:4]([C:35]2[N:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
diethyl 4-((4-hydroxy-2-(pyridazin-3-yl)pyrimidine-5-carboxamido)(4-methoxyphenyl)methyl)benzylphosphonate (32-g, 450 mg, 0.8 mmol) was dissolved in DCM (10 ml), TMSBr (1.8 g, 12 mmol) was then added, the reaction mixture was stirred for 14 h at ambient temperature, monitored by TLC. The resulting mixture was concentrated under reduce pressure, the residue was dissolved in CH3CN (5 ml), diluted with water (10 ml), stirred for 10 min, filtered, washed with water, purified by pre-HPLC, the pure product 32-1 was obtained as a white solid (104 mg, 26% yield). 1H NMR (300 MHz, CD3OD) δ2.97-3.04 (d, J=21.6 Hz 2H) 3.67 (s, 1H) 6.17 (s, 1H), 6.78-6.81 (m, 2H) 7.12-7.20 (m, 6H), 7.80-7.90 (m, 1H), 8.49-8.58 (m, 1H), 8.75 (s, 1H), 9.28 (m, 1H). LC-MS 508 [MH]+.