Dichloromethane → HCID 69075781, compound
Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([OH:26])[CH2:7][C:8]1[CH:16]=[C:15]([CH3:17])[C:14]2[C:10](=[CH:11][N:12]([CH2:18][O:19][CH2:20][CH2:21][Si:22]([CH3:25])([CH3:24])[CH3:23])[N:13]=2)[CH:9]=1.[O:27]=[C:28]1[N:37]([CH:38]2[CH2:43][CH2:42][N:41]([C:44](OC3C=CC([N+]([O-])=O)=CC=3)=[O:45])[CH2:40][CH2:39]2)[CH2:36][C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29]1.[H-].[Na+].C(Cl)Cl>O1CCCC1>[O:27]=[C:28]1[N:37]([CH:38]2[CH2:39][CH2:40][N:41]([C:44]([O:26][CH:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)[CH2:7][C:8]3[CH:16]=[C:15]([CH3:17])[C:14]4[C:10](=[CH:11][N:12]([CH2:18][O:19][CH2:20][CH2:21][Si:22]([CH3:24])([CH3:23])[CH3:25])[N:13]=4)[CH:9]=3)=[O:45])[CH2:42][CH2:43]2)[CH2:36][C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[NH:29]1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1-(furan-2-yl)-2-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)ethanol (0.11 mmol) and 4-nitrophenyl 4-(2-oxo-1,2-dihydroquinazolin-3(4H)-yl)piperidine-1-carboxylate (0.13 mmol) in tetrahydrofuran (3 mL) was added sodium hydride (95%, 0.33 mmol) at room temperature under nitrogen. The reaction was stirred overnight. Methylene chloride (15 mL) was added and the mixture washed with water (4×5 mL). The organic layer was dried, filtered and concentrated to give the crude product, which was used without further purification.
Workup
- washthe mixture washed with water (4×5 mL)
- customThe organic layer was dried
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-305817c7513a4196a36b0c609d58d004
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07569578B2
Reaction notes
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