Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 528882-16-8 | MDL No. : | MFCD13677178 |
Formula : | C12H18N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | QCTXBRCQBZFXDX-UHFFFAOYSA-N |
M.W : | 222.28 | Pubchem ID : | 11492276 |
Synonyms : |
|
Num. heavy atoms : | 16 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.42 |
Num. rotatable bonds : | 4 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 65.99 |
TPSA : | 55.56 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.24 cm/s |
Log Po/w (iLOGP) : | 2.48 |
Log Po/w (XLOGP3) : | 1.99 |
Log Po/w (WLOGP) : | 2.65 |
Log Po/w (MLOGP) : | 2.07 |
Log Po/w (SILICOS-IT) : | 0.89 |
Consensus Log Po/w : | 2.01 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.49 |
Solubility : | 0.727 mg/ml ; 0.00327 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.78 |
Solubility : | 0.366 mg/ml ; 0.00165 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -2.67 |
Solubility : | 0.476 mg/ml ; 0.00214 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 2.44 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With hydrogen In tetrahydrofuran; methanol | AROUND bottom flask containing the product of step b (3. 30G, 13. 1MMOL), 10percent palladium on charcoal (300 mg) and THF-MEOH (1: 1/50 ml) was evacuated and flushed with hydrogen three times. The mixture was stirred vigorously overnight under an atmosphere of hydrogen. The catalyst was removed by filtration through a pad of celite and the filtrate evaporated to afford the product as a white solid (2.90g, 99percent). 1H NMR (CDC13) 7.10 (1H, t), 6.62 (2H, m), 6.50 (1H, M), 3.66 (2H, br s), 3.22 (3H, s), 1.46 (9H, s). |
99% | With hydrogen In tetrahydrofuran; methanol | A round bottom flask containing the product of step b (3.30g, 13. 1mmol), 10percent palladium on charcoal (300 mg) and THF-MEOH (1: 1/50 ml) was evacuated and flushed with hydrogen three times. The mixture was stirred vigorously overnight under an atmosphere of hydrogen. The catalyst was removed by filtration through a pad of celite and the filtrate evaporated to afford the product as a white solid (2.90g, 99percent). 1H NMR (CDCl3) 7.10 (1H, t), 6.62 (2H, M3, 6.50 (1H, m), 3.66 (2H, br s), 3.22 (3H, s), 1.46 (9H, S). |
97% | With palladium on activated charcoal; hydrogen In methanol | Triethylamine (30 mL) was added to a solution of tert-butyl methyl-(3-nitrophenyl)-carbamate (500 g, 1.98 mol) in methanol (2.5 L). Palladium on carbon (5percent w/w; Johnson Matthey type 87L paste, 50percent water; 50g) was carefully added under a nitrogen atmosphere and the mixture hydrogenated using a Parr shaker at 50 psi hydrogen pressure. Hydrogen uptake was rapid and the mixture exothermed from 20 °C to 75 °C. Hydrogenation was continued for one hour after the exotherm had ended. TLC (elute 89percent chloroform, 10percent methanol and 1percent ammonia solution) indicated that N3 (Rf=0.75) had been consumed and N4 (Rf=0.55) had formed. The mixture was carefully filtered through a bed of celite on top of a GF-F fibre pad. The filtrate was evaporated under vacuum to dryness. The resulting solid residue was slurried in hexane (1000 mL) for one hour. The mixture was filtered and washed with hexane (500 mL). The product was dried in a vacuum oven at 40 °C to give a tan solid (429 g, 97percent yield). 98.6percent GC purity, melting range = 100—102°C. (This hydrogenation has also been carried out at atmospheric pressure).1H NMR (400 MHz, CDCI3) 57.09 (IH, t, J= 7.9 Hz), 6.65—6.56 (2H, m),6.5 (IH, dd, J= 8.1, 2.0 Hz), 3.65 (2H, brs), 3.22 (3H, s), 1.45 (9H, s). |
96% | With hydrogen In methanol at 20℃; for 19 h; | (iii) Production of tert-butyl (3-aminophenyl)methylcarbamateTo a solution of tert-butyl (3-nitrophenyl)methylcarbamate (40.5 g, 0.161 mol) in ethanol (810 mL) was added 10percent palladium-carbon (4.1 g), and the mixture was stirred at room temperature for 19 hr under a hydrogen atmosphere. The insoluble material was filtered off through celite, and the filtrate was concentrated under reduced pressure. The precipitate was collected by filtration to give the title compound (34.1 g, 96percent) as a colorless powder.1H-NMR (CDCl3, 300 MHz) δ 1.45 (9H, s), 3.22 (3H, s), 3.66 (2H, br s), 6.50 (1H, ddd, J=7.9, 2.3, 0.9 Hz), 6.56-6.66 (2H, m), 7.09 (1H, t, J=7.9 Hz). |
91% | With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; methanol | A round-bottom flask containing tert-butyl methyl(3-nitrophenyl)carbamate (19) (8.8 g, 34.9 mmol), 10percent palladium on charcoal (880 mg), and THF-MeOH (80 mL/80 mL) was evacuated and flushed with hydrogen three times.The mixture was stirred vigorously overnight under an atmosphere of hydrogen. The catalyst was removed by filtration through a pad of Celite, and the filtrate evaporated to afford tert-butyl 3-aminophenyl(methyl)carbamate (20) 7 g as yellow solid (yield 91percent). LC-MS (ESI): m/z (M+1) 223. |
4.1 g | With palladium on activated charcoal; hydrogen In methanol at 20℃; for 3 h; Autoclave | A solution of methyl(3-nitrophenyl)carbamate (6.0 g) in methanol was charged in an autoclave. Pd/C (0.65 g) in methanol was added to reaction mixture. The vessel was pressurized to 5 kg/cm2 H2 pressure and stirred at room temperature for 3 h. After completion of the reaction, the reaction mixture was filtered using Celite and the filter cake was washed with methanol. The filtrate was concentrated under reduced pressure at 40° C. Crude material was purified by using column chromatography. Desired product was eluted with 8percent ethyl acetate in hexane and was concentrated to give 4.1 g of tert-butyl (3-aminophenyl)(methyl)carbamate. |
4.1 g | With palladium on activated charcoal; hydrogen In methanol at 20℃; for 3 h; Autoclave | A solution of methyl(3-nitrophenyl)carbamate (6.0 g) in methanol was charged in an autoclave. Pd/C (0.65 g) in methanol was added to reaction mixture. The vessel was pressurized to 5 kg/cm2 H2 pressure and stirred at room temperature for 3 h. After completion of the reaction, the reaction mixture was filtered using Celite and the filter cake was washed with methanol. The filtrate was concentrated under reduced pressure at 40° C. Crude material was purified by using column chromatography. Desired product was eluted with 8percent ethyl acetate in hexane and was concentrated to give 4.1 g of tert-butyl(3-aminophenyl)(methyl)carbamate. |
[ 1092522-02-5 ]
tert-Butyl (4-aminophenyl)(methyl)carbamate
Similarity: 0.98
[ 1160436-95-2 ]
tert-Butyl (3-(dimethylamino)phenyl)carbamate
Similarity: 0.96
[ 68621-88-5 ]
tert-Butyl (3-aminophenyl)carbamate
Similarity: 0.93
[ 1134328-09-8 ]
tert-Butyl (3-(methylamino)phenyl)carbamate
Similarity: 0.93
[ 71026-66-9 ]
tert-Butyl (4-aminophenyl)carbamate
Similarity: 0.91
[ 1092522-02-5 ]
tert-Butyl (4-aminophenyl)(methyl)carbamate
Similarity: 0.98
[ 1160436-95-2 ]
tert-Butyl (3-(dimethylamino)phenyl)carbamate
Similarity: 0.96
[ 68621-88-5 ]
tert-Butyl (3-aminophenyl)carbamate
Similarity: 0.93
[ 1134328-09-8 ]
tert-Butyl (3-(methylamino)phenyl)carbamate
Similarity: 0.93
[ 71026-66-9 ]
tert-Butyl (4-aminophenyl)carbamate
Similarity: 0.91
[ 1092522-02-5 ]
tert-Butyl (4-aminophenyl)(methyl)carbamate
Similarity: 0.98
[ 1160436-95-2 ]
tert-Butyl (3-(dimethylamino)phenyl)carbamate
Similarity: 0.96
[ 68621-88-5 ]
tert-Butyl (3-aminophenyl)carbamate
Similarity: 0.93
[ 1134328-09-8 ]
tert-Butyl (3-(methylamino)phenyl)carbamate
Similarity: 0.93
[ 71026-66-9 ]
tert-Butyl (4-aminophenyl)carbamate
Similarity: 0.91