Products Categories
CAS No.: | 870281-82-6 |
---|---|
Name: | CAL-101 |
Article Data: | 6 |
Molecular Structure: | |
Formula: | C22H18FN7O |
Molecular Weight: | 415.43 |
Synonyms: | GS-1101;CAL-101;4(3H)?-?Quinazolinone,5-?fluoro-?3-?phenyl-?2-?[(1S)?-?1-?(9H-?purin-?6-?ylamino)?propyl]?-;Zydelig; |
Density: | 1.47 |
Melting Point: | 250-252oC |
Boiling Point: | 733.4±70.0 °C(Predicted) |
PSA: | 101.38000 |
LogP: | 3.82730 |
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
With iodine; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 30℃; for 6h; Solvent; Temperature; | 88% |
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
With 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride In acetonitrile for 4h; Reagent/catalyst; Solvent; Reflux; | 60% |
aniline
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / 85 °C 2.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / 85 °C 2.2: 20.5 h / 5 - 30 °C 3.1: acetic acid; zinc / 20.5 h / 15 - 20 °C 4.1: hydrogenchloride / water; tetrahydrofuran / 2.25 h / 10 - 30 °C 5.1: triethylamine / tert-butyl alcohol / 24 h / 30 - 85 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / 85 °C 2.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / 85 °C 2.2: 20.5 h / 5 - 30 °C 3.1: acetic acid; zinc / 20.5 h / 15 - 20 °C 4.1: hydrogenchloride / water; tetrahydrofuran / 2.25 h / 10 - 30 °C 5.1: triethylamine / tert-butyl alcohol / 24 h / 30 - 80 °C 6.1: palladium 10% on activated carbon; hydrogen; sodium acetate / ethanol / 16 h / 30 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: Chloro-oxo-acetic acid / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C 1.2: 1.5 h / 0 - 20 °C 2.1: zinc; ammonium formate / dichloromethane; water; methanol / 20 °C 3.1: benzotriazol-1-ol; 1,1'-carbonyldiimidazole / toluene / 8 - 15 °C 4.1: trifluoroacetic acid / dichloromethane / 3 h 5.1: N-ethyl-N,N-diisopropylamine; zinc(II) chloride / acetonitrile / 80 - 100 °C 6.1: zinc(II) chloride; 1,1,1,3,3,3-hexamethyl-disilazane / acetonitrile / 4 h / Reflux View Scheme |
9-(triphenylmethyl)adenine
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: dmap / tetrahydrofuran / 17 h / 25 - 50 °C 2: methanol; potassium carbonate / 6 h / 50 °C 3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 21 h / 25 - 45 °C 4: trifluoroacetic acid / dichloromethane / 2.25 h / 0 - 25 °C View Scheme |
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: pyridine / N,N-dimethyl-formamide / 16 h / 25 °C / Inert atmosphere 2: dmap / tetrahydrofuran / 17 h / 25 - 50 °C 3: methanol; potassium carbonate / 6 h / 50 °C 4: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 21 h / 25 - 45 °C 5: trifluoroacetic acid / dichloromethane / 2.25 h / 0 - 25 °C View Scheme |
di-tert-butyl (9-trityl-9H-purin-6-yl)-di-carbamate
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: methanol; potassium carbonate / 6 h / 50 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 21 h / 25 - 45 °C 3: trifluoroacetic acid / dichloromethane / 2.25 h / 0 - 25 °C View Scheme |
tert-butyl (9-trityl-9H-purin-6-yl)carbamate
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 21 h / 25 - 45 °C 2: trifluoroacetic acid / dichloromethane / 2.25 h / 0 - 25 °C View Scheme |
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: phosphorus trichloride / acetonitrile / 8.17 h / 25 - 50 °C 2: potassium carbonate / methanol / 1 h / 25 °C 3: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 21 h / 25 - 45 °C 4: trifluoroacetic acid / dichloromethane / 2.25 h / 0 - 25 °C View Scheme |
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / methanol / 1 h / 25 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 21 h / 25 - 45 °C 3: trifluoroacetic acid / dichloromethane / 2.25 h / 0 - 25 °C View Scheme |
5-fluoro-3-phenyl-2-[(1S)-1-(9H-purin-6-ylamino)propyl]-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 0 - 25℃; for 2.25h; | 525 mg |