325953-41-1|tert-Butyl (4-amino-3-methylphenyl)carbamate| Ambeed

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of [ 325953-41-1 ] Purity: 97% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of [ 325953-41-1 ]

CAS No. :	325953-41-1
Formula :	C₁₂H₁₈N₂O₂
M.W :	222.28
SMILES Code :	O=C(OC(C)(C)C)NC1=CC=C(N)C(C)=C1
MDL No. :	MFCD05663969
InChI Key :	RGXHWTGFGABIQF-UHFFFAOYSA-N
Pubchem ID :	13007375

Safety of [ 325953-41-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 325953-41-1 ]

* 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.

Downstream synthetic route of [ 325953-41-1 ]

[ 325953-41-1 ] Synthesis Path-Downstream 1~16

1
[ 327-92-4 ]
[ 325953-41-1 ]
[ 1541182-83-5 ]

References: [1]Journal of the American Chemical Society,2014,vol. 136,p. 2168 - 2174.

2
[ 1380445-45-3 ]
[ 325953-41-1 ]

Yield	Reaction Conditions	Operation in experiment
7.1 g	With iron(III) chloride; hydrazine hydrate; palladium on activated charcoal; In ethanol; at 20℃;	Dissolve 8.0g of Intermediate 1 in 100ml of ethanol solution, add 800mg of palladium on carbon, 800mg of ferric chloride and 2.5g of hydrazine hydrate as reducing agent, stir at room temperature until the reaction is complete,After the reaction is completed, filter, evaporate the solvent, and purify through the columnThe 7.1 g of intermediate 2 was obtained.

References: [1]Journal of the American Chemical Society,2014,vol. 136,p. 2168 - 2174.
[2]Patent: CN111018793,2020,A .Location in patent: Paragraph 0055; 0058; 0064; 0066; 0072; 0074.

Yield	Reaction Conditions	Operation in experiment
87%	With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 20℃;	General procedure: To a solution of tert- butyl (3-fluoro-4-nitrophenyl)(methyl)carbamate (C384) (0.325 g, 1.203 mmol) in ethyl acetate (10 ml_) was added 5% palladium on carbon (0.128 g, 0.060 mmol). The reaction mixture was stirred vigorously overnight at room temperature under a balloon of hydrogen. The reaction was filtered through a pad of Celite 5 and washed with ethyl acetate. The filtrates were concentrated under reduced pressure to afford the title compound as a red oil (0.225 g, 78%): NMR (400 MHz, CDCb) δ 6.89 (d, J = 12.2 Hz, 1H), 6.80 (d, J = 8.6 Hz, 1H), 6.71 (dd, J = 9.7, 8.5 Hz, 1H), 3.67 (s, 2H), 1.43 (s, 9H); 19F NMR (376 MHz, CDCb) δ -133.96; ESIMS m/z 185 ([M-C4H9+H]+).
87%	With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 20 - 24℃;	General procedure: Example 67 Preparation of tert-butyl-N-((tert-butoxy)carbonyl)-N-(4-amino-3,5-difluorophenyl)carbamate (C181) To a solution of tert-butyl-N-((tert-butoxy)carbonyl)-(3,5-difluoro-4-nitrophenyl)carbamate (C189) (1.75 g, 4.67 mmol) in ethyl acetate (30 mL) was added 5% palladium on carbon (0.498 g, 0.234 mmol). The reaction mixture was stirred vigorously overnight at room temperature under a balloon of hydrogen. The reaction mixture was filtered through a pad of Celite and washed with ethyl acetate. The filtrates were concentrated under reduced pressure to afford the title compound as an off-white solid (1.57 g, 98%): 1H NMR (400 MHz, DMSO-d6) δ 7.07 (ddd, J=11.4, 8.9, 2.8 Hz, 1H), 6.79 (dd, J=9.3, 2.4 Hz, 1H), 4.87 (s, 2H), 1.36 (s, 18H); 19F NMR (376 MHz, DMSO-d6) δ -128.55, -129.75.

4
[ 325953-41-1 ]
trans-2-chloro-5-(2,2-dichloro-3-(3,5-dichlorophenyl)cyclopropane-1-carboxamido)benzoic acid [ No CAS ]
trans-tert-butyl-(4-(2-chloro-5-(2,2-dichloro-3-(3,5-dichlorophenyl)cyclopropane-1-carboxamido)benzamido)-3-methylphenyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 - 24℃; for 14h;	Example 24 Preparation of trans-tert-butyl-(4-(2-chloro-5-(2,2-dichloro-3-(3,5-dichlorophenyl)cyclopropane-1-carboxamido)benzamido)-3-methylphenyl)carbamate (DP10) To a solution of <strong>[325953-41-1]tert-butyl (4-amino-3-methylphenyl)carbamate</strong> (C184) (0.052 g, 0.233 mmol) in dichloromethane (2 mL) was added 3-(((ethylimino)methylene)amino)-N,N-dimethylpropan-1-amine hydrochloride (0.045 g, 0.233 mmol), N,N-dimethylpyridin-4-amine (0.021 g, 0.171 mmol), and trans-2-chloro-5-(2,2-dichloro-3-(3,5-dichlorophenyl)cyclopropane-1-carboxamido)benzoic acid (C12) (0.075 g, 0.155 mmol). The reaction was stirred at room temperature for 14 hours. The reaction was directly loaded onto a Celite loading column and purified by flash column chromatography using a gradient of 0-30% ethyl acetate/hexanes as eluent to afford the title compound as a white solid (0.056 g, 55%): 1H NMR (300 MHz, DMSO-d6) δ 10.91 (s, 1H), 9.90 (s, 1H), 9.32 (s, 1H), 7.90 (d, J=2.6 Hz, 1H), 7.74 (dd, J=8.8, 2.6 Hz, 1H), 7.63 (t, J=1.8 Hz, 1H), 7.60-7.51 (m, 3H), 7.38 (s, 1H), 7.25 (q, J=8.9 Hz, 2H), 3.64 (d, J=8.5 Hz, 1H), 3.52 (d, J=8.5 Hz, 1H), 2.23 (s, 3H), 1.48 (s, 9H); (thin film) 3277, 2980, 1684, 1655, 1539 cm-1; ESIMS 656 ([M-H]-).

References: [1]Patent: US2018/98541,2018,A1 .Location in patent: Paragraph 0824-0825.

5
[ 325953-41-1 ]
2-methyl-N₁-(pyrimidin-2-yl)-benzene-1,4-diamine [ No CAS ]

References: [1]Patent: EP3620164,2020,A1 .

6
[ 325953-41-1 ]
2-[4-(2-pyrimidinylamino)-3-methylphenylamino]-4-chloroquinoline [ No CAS ]

References: [1]Patent: EP3620164,2020,A1 .

7
[ 325953-41-1 ]
2-[4-(2-pyrimidinylamino)-3-methylphenylamino]-4-(4-tert-butylaminopiperidin-1-yl)quinoline [ No CAS ]

References: [1]Patent: EP3620164,2020,A1 .

8
[ 1722-12-9 ]
[ 325953-41-1 ]
2-methyl-N₁-(pyrimidin-2-yl)-N₄-(tert-butyloxycarbonyl)-benzene-1,4-diamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
33%	With palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; for 1h;Inert atmosphere; Reflux;	A solution of 2-methyl-N4-(tert-butyloxycarbonyl)-benzene-1,4-diamine (2.40 g, 10.8 mmol), 2-chloropyrimidine (0.78 g, 6.5 mmol) and K2CO3 (2.24 g, 16.2 mmol) in dry THF (48ml) was degassed with nitrogen during 15 minutes. Then, Pd(OAc)2 (58 mg, 0.26 mmol) and BINAP ligand (320 mg, 0.52 mmol) were added and the reaction mixture was degassed a second time during 20 minutes. The reaction mixture was finally heated under reflux for 1 hour. The reaction mixture was then cooled to room temperature and concentrated under reduced pressure. The residue was partitioned between water and EtOAc and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography (gradient cyclohexane/EtOAc from 10/0 to 7/3) to give 650 mg (yield 33%) of a brown solid corresponding to 2-methyl-N1-(pyrimidin-2-yl)-N4-(tert-butyloxycarbonyl)-benzene-1,4-diamine (3-1). HPLC-MS, Method A: tr = 2.06 min, (ES+) C16H20N4O2 required 300; found 301 [M+H] 1H NMR (300 MHz, CD3OD)

References: [1]Patent: EP3620164,2020,A1 .Location in patent: Paragraph 1434; 1435.

9
[ 325953-41-1 ]
[ 610-14-0 ]
C₁₉H₂₁N₃O₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
9.5 g	With triisopropylamine; In dichloromethane; at 20℃;	Dissolve 6.0g of Intermediate 2 in 60ml of dichloromethane, add 10ml of triisopropylamine acid binding agent, slowly add 4.0g of o-nitrobenzoyl chloride dissolved in dichloromethane,Stir at room temperature until the reaction is complete. After the reaction is complete, evaporate the solvent and purify through the columnThe 9.5 g of intermediate 3 was obtained.

References: [1]Patent: CN111018793,2020,A .Location in patent: Paragraph 0055; 0059; 0064; 0067; 0072; 0075.

10
[ 611-05-2 ]
[ 325953-41-1 ]