Hydrochloric Acid → HCID 178423957, compound
Reaction equation
OC1C=C([N:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3[CH3:19])[N:10]=[C:9]2[CH:20]([NH:22][C:23]2[N:31]=[CH:30][N:29]=[C:28]3[C:24]=2[N:25]=[CH:26][N:27]3COCC[Si](C)(C)C)[CH3:21])C=CC=1.Br[CH2:41][C:42]([NH2:44])=[O:43].C[O:46][C:47]1[CH:48]=[C:49](N2C(=O)C3C(=CC=CC=3C)N=C2C(NC2N=CN=C3C=2N=CN3COCC[Si](C)(C)C)C)[CH:50]=[CH:51][CH:52]=1.Cl.OC1C=C(N2C(=O)C3C(=CC=CC=3C)N=C2C(NC2N=CN=C3C=2N=CN3)C)C=CC=1>CC#N.CO>[CH3:19][C:15]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:16]=1[C:17](=[O:18])[N:8]([CH:41]([O:46][C:47]1[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=1)[C:42]([NH2:44])=[O:43])[C:9]([CH:20]([NH:22][C:23]1[N:31]=[CH:30][N:29]=[C:28]3[C:24]=1[N:25]=[CH:26][NH:27]3)[CH3:21])=[N:10]2Participants
8
Reactant 5
HCID 313Hydrochloric Acid
HCID 696322-Bromoacetamide
HCID 666640533-(3-methoxy-phenyl)-5-methyl-2-{1-[9-(2-trimethylsilanyl-ethoxymethyl)-9H-purin-6-ylamino]-ethyl}-3H-quinazolin-4-one
HCID 671036543-(3-hydroxy-phenyl)-5-methyl-2-{1-[9-(2-trimethylsilanyl-ethoxymethyl)-9H-purin-6-ylamino]-ethyl}-3H-quinazolin-4-one
HCID 1784239553-(3-hydroxy-phenyl)-5-methyl-2-[1-(9H-purin-6-ylamino)-ethyl]-3H-quinazolin-4-oneProduct 1
Reagents, catalysts & solvents 2
Procedure
Compound 126 (300 mgs, 0.54 mmol) was treated with 2 bromo acetamide using the procedure outlined above for compound 127. The reaction was under reflux for 24 hrs in CH3CN. This intermediate was treated with 4N HCl in MeOH for 1 hour, following the procedure described for compound 121 (step D), to provide compound 145. m/z=471 (M+H). The structure of compound 145 is shown below.
Sources & evidence
- ORD record
- ord-7dd9f70e30184b76b26a4a26b7722d4e
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08779131B2
Reaction notes
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