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Quality Control of [ 150449-97-1 ] Purity: 97% SDS Specification

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Product Details of [ 150449-97-1 ]

CAS No. :	150449-97-1
Formula :	C₉H₄ClN₃
M.W :	189.60
SMILES Code :	ClC1=NC=NC2=CC=C(C=C12)C#N
MDL No. :	MFCD10697147
InChI Key :	PQJUTOVJNYMGFX-UHFFFAOYSA-N
Pubchem ID :	10012727

Safety of [ 150449-97-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P261-P280-P305+P351+P338

Application In Synthesis of [ 150449-97-1 ]

* 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.

Upstream synthesis route of [ 150449-97-1 ]
Downstream synthetic route of [ 150449-97-1 ]

[ 150449-97-1 ] Synthesis Path-Upstream 1~3

1
[ 150454-06-1 ]
[ 150449-97-1 ]

References: [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 13, p. 2106 - 2111.

2
[ 84166-88-1 ]
[ 150449-97-1 ]

References: [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 13, p. 2106 - 2111.

3
[ 32084-59-6 ]
[ 150449-97-1 ]

References: [1] Patent: WO2015/164374, 2015, A1, .

[ 150449-97-1 ] Synthesis Path-Downstream 1~30

1
[ 2620-50-0 ]
[ 150449-97-1 ]
4-(3,4-Methylenedioxybenzyl)amino-6-cyanoquinazoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;	Example 65 4-(3,4-Methylenedioxybenzyl)amino-6-cyanoquinazoline STR126 15 ml of isopropyl alcohol, 75 mg of triethylamine and 125 mg of piperonylamine were added to 140 mg of <strong>[150449-97-1]4-chloro-6-cyanoquinazoline</strong>. The obtained mixture was heated under reflux for 5 hours and filtered to recover a precipitate. This precipitate was introduced to a silica gel column, followed by eluding with ethyl acetate to give 200 mg of the title compound. molecular formula; C17 H12 N4 O2 yield (%); 89 m.p. (C.); 243~244 Mass; 305 (M+1)+ NMR delta (DMSO-d6); 4.67 (2H, d, J=5.6Hz), 5.96 (2H, s), 6.84 (2H, s), 6.95 (1H, s), 7.77 (1H, d, J=8.4Hz), 8.56 (1H, s), 8.89 (1H, s), 9.04 (1H, br)

References: [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 2106 - 2111.
[2]Patent: US5576322,1996,A .

2
[ 84166-88-1 ]
[ 150449-97-1 ]

References: [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 2106 - 2111.

3
[ 150449-97-1 ]
[ 100-46-9 ]
[ 773884-30-3 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In dichloromethane; at 18 - 25℃; for 16h;	A mixture of <strong>[150449-97-1]4-chloroquinazoline-6-carbonitrile</strong> (0.14 g, 0.73 mmol, WO93/03030), benzylamine (94 mg, 0.88 mmol) and triethylamine (0.11 mL, 0.80 mmol) in CH2Cl2 was stirred at room temperature for 16 h. The mixture was treated with sat. aq. NaHCO3 and was extracted with CH2Cl2. The extract was dried over MgSO4 and was evaporated. The titled compound (0.12 g) was afforded by prep.TLC (hexane-AcOEt 1:3). 1H NMR (DMSO-d6) delta:9.22-9.13 (m, 1H), 8.93 (d, J=1.3 Hz, 1H) 8.57 (s, 1H), 8.09 (dd, J=1.8, 8.6 Hz, 2H), 7.81 (d, J=8.6 Hz, 2H), 4.80 (d, J=4.9 Hz, 2H) ppm.

References: [1]Patent: US2004/204409,2004,A1 .Location in patent: Page/Page column 28.

4
[ 2620-50-0 ]
[ 150449-97-1 ]
4-(3,4-Methylenedioxylbenzyl)amino-6-cyanoquinazoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;	EXAMPLE 65 4-(3,4-Methylenedioxylbenzyl)amino-6-cyanoquinazoline STR99 15 ml of isopropyl alcohol, 75 mg of triethylamine and 125 mg of piperonylamine were added to 140 mg of <strong>[150449-97-1]4-chloro-6-cyanoquinazoline</strong>. The obtained mixture was heated under reflux for 5 hours and filtered to recover a precipitate. This precipitate was introduced to a silica gel column, followed by eluding with ethyl acetate to give 200 mg of the title compound. molecular formula; C17 H12 N4 O2; yield(%); 89; m.p.( C.); 243~244; Mass; 305 (M+1)+; NMR delta (DMSO-d6); 4.67 (2H, d, J=5.6 Hz), 5.96 (2H, s), 6.84 (2H, s), 6.95 (1H, s), 7.77 (1H, d, J=8.4 Hz), 8.56 (1H, s), 8.89 (1H, s), 9.04 (1H, br).

References: [1]Patent: US6046206,2000,A .

5
4-hydroxy-6-carbamoylquinazoline [ No CAS ]
[ 150449-97-1 ]

Yield	Reaction Conditions	Operation in experiment
	With thionyl chloride; trichlorophosphate; In ethyl acetate;	EXAMPLE 1 4-Chloro-6-cyanoquinazoline STR35 A mixture comprising 2 g of 4-hydroxy-6-carbamoylquinazoline, 30 ml of thionyl chloride and 60 ml of phosphorus oxychloride was heated under reflux for 20 hours. The reaction mixture was concentrated under a reduced pressure and the obtained residue was dissolved in 100 ml of ethyl acetate. The obtained solution was washed with water (150 ml), dried over magnesium sulfate and concentrated under a reduced pressure. The obtained residue was introduced into a silica gel column, followed by eluding with ethyl acetate and acetone to give 800 mg of the title compound. molecular formula C3 H4 N3 Cl(189.5); yield(%); 40; m.p.( C.);>290; Mass; 190(M+1)+; NMR delta (DMSO-d6); 7.79(1H,d, J=8.8 Hz), 8.16 (1H, dd, J=8.8 Hz, 2.0 Hz), 8.26 (1H, s), 8.49 (1H, d, J=2.0 Hz).
	With thionyl chloride; trichlorophosphate; In ethyl acetate;	Example 1 4-Chloro-6-cyanoquinazoline STR62 A mixture comprising 2 g of 4-hydroxy-6-carbamoylquinazoline, 30 ml of thionyl chloride and 60 ml of phosphorus oxychloride was heated under reflux for 20 hours. The reaction mixture was concentrated under a reduced pressure and the obtained residue was dissolved in 100 ml of ethyl acetate. The obtained solution was washed with water (150 ml), dried over magnesium sulfate and concentrated under a reduced pressure. The obtained residue was introduced into a silica gel column, followed by eluding with ethyl acetate and acetone to give 800 mg of the title compound. molecular formula; C3 H4 N3 Cl (189.5) yield (%); 40 m.p. (C.); >290 Mass; 190 (M+1)+ NMR delta (DMSO-d6); 7.79 (1H, d, J=8.8Hz), 8.16 (1H, dd, J=8.8Hz, 2.0Hz), 8.26 (1H, s), 8.49 (1H, d, J=2.0Hz)

References: [1]Patent: US6046206,2000,A .
[2]Patent: US5576322,1996,A .

6
[ 108-42-9 ]
[ 150449-97-1 ]
[ 1202227-42-6 ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 6623 - 6626.

7
trans-4-[6-azaspiro[2.5]octan-6-yl]cyclohexan-1-amine [ No CAS ]
[ 150449-97-1 ]
4-(((1r,4r)-4-(6-azaspiro[2.5]octan-6-yl)cyclohexyl)amino)-quinazoline-6-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%	With alkyl amine; In acetonitrile; at 120℃; for 1h;Microwave irradiation;	Synthesis of compound 1-7. A 10-mL microwave vial containing a solution of compound 7.8 (200 mg, 1.05 mmol, 1.00 equiv), trans-4-6-azaspiro[2.5]octan-6-ylcyclohexan-l- amine, compound 7.6 (208 mg, 1.00 mmol, 1.00 equiv) and triethyl amine (213 mg, 2.10 mmol, 2.00 equiv) in CH3CN (5 mL) was irradiated in microwave for 1 h at 120C. After cooling, the resulting solution was diluted with 80 mL of EtOAc, washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified via flash column chromatography to give 133 mg (35%) of 4-(((lr,4r)-4-(6-azaspiro[2.5]octan-6- yl)cyclohexyl)amino)-quinazoline-6-carbonitrile, 1-7 as a white solid. LCMS (ES, m/z): 362 [M+H]+; 1H-NMR-PH-NIM-0806-0 (300 MHz, CD3OD) delta 8.72 (d, 1H), 8.53 (s, 1H), 7.99 (dd, 1H), 7.78 (d, 1H), 4.32-4.15 (m, 1H), 2.75-2.65 (m, 4H), 2.58-2.40 (m, 1H), 2.25-2.15 (m, 2H), 2.12-2.02 (m, 2H), 1.68-1.40 (m, 8H), 0.32 (s, 4H).

References: [1]Patent: WO2015/164374,2015,A1 .Location in patent: Paragraph 00288; 00296.

8
4-hydroxyquinazoline-6-carbonitrile [ No CAS ]
[ 150449-97-1 ]

Yield	Reaction Conditions	Operation in experiment
63%	With N,N-diethylaniline; trichlorophosphate; at 110℃; for 3h;Inert atmosphere;	Synthesis of compound 7.8. A mixture of compound 7.7 (1.0 g, 5.84 mmol, 1.00 equiv) in 10 mL of POCl3 was added N,N-diethylaniline (2.2 g, 14.74 mmol, 2.50 equiv) at room temperature and the resulting mixture was stirred for 3 h at 110C under nitrogen. After removal of excess POCl3 under reduced pressure, the residue was poured into an 100 mL of ice/water and the formed solids were collected by filtration and dried in an oven to give 0.7 g (63%>) of 4- chloroquinazoline-6-carbonitrile, compound 7.8 as a orange solid
54%	With N,N-diethylaniline; trichlorophosphate; at 110℃; for 3h;Inert atmosphere;	To a solution of 4-hydroxyquinazoline-6-carbonitrile (1 g, 5.84 mmol, 1 eq) in phosphorus oxychloride (107.61 mmol, 10 mL, 18.42 eq) was added N,N-diethylaniline (2.18 g, 14.61 mmol, 2.34 mL, 2.5 eq). The mixture was stirred at 110 C. for 3 hours under nitrogen atmosphere. The mixture was concentrated under reduced pressure and the resulting residue was poured into (100 mL) ice water and stirred for 5 minutes. The mixture was filtered and to the filter cake was added 20 mL methylbenzene. The volatiles were removed under vacuum and 4-chloroquinazoline-6-carbonitrile (600 mg, 3.16 mmol, 54% yield) was thus obtained as a blue solid.

References: [1]Patent: WO2015/164374,2015,A1 .Location in patent: Paragraph 00288; 00295.
[2]Patent: US2019/151295,2019,A1 .Location in patent: Paragraph 1581-1582.

9
[ 1537184-94-3 ]
[ 150449-97-1 ]
4-(((1r,4r)-4-(methyl(2-oxo-2-(pyrrolidin-1-yl)ethyl)amino)cyclohexyl)amino)quinazoline-6-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	With triethylamine; In acetonitrile; at 120℃; for 1h;Microwave irradiation;	Synthesis of compound 1-13. Into a 10-mL sealed tube a solution of compound 7.8 (122 mg, 0.64 mmol, 1.00 equiv) in MeCN (5 mL) was added compound 13.7 (169 mg, 0.71 mmol, 1.20 equiv) and triethyl amine (162.6 mg, 1.61 mmol, 2.50 equiv). The reaction mixture was heated in microwave for 1 h at 120C. Upon completion resulting mixture was concentrated under vacuum. Crude was purified via flash column chromatography to give 120 mg (48%) of 4- (((lr,4r)-4-(methyl(2-oxo-2-(pyrrolidin-l-yl)ethyl)amino)-cyclohexyl)amino)quinazoline-6- carbonitrile as a off-white solid. LCMS (ES, m/z): 393 [M+H]+. 1H NMR (300 MHz, CD3OD) delta 8.72(d, 1H), 8.52 (s, 1H), 8.00 (dd, 1H), 8.78 (d, 1H), 4.29-4.15 (m, 1H), 3.57 (t, 2H), 3.44 (t, 2H), 3.35 (s, 2H), 2.72-2.58 (m, 1H), 2.37 (s, 3H), 2.22-2.12 (m, 2H), 2.05-1.80 (m, 6H), 1.59- 1.42 (m, 4H).

References: [1]Patent: WO2015/164374,2015,A1 .Location in patent: Paragraph 00310; 00317.

10
C₁₃H₂₄N₂O [ No CAS ]
[ 150449-97-1 ]
4-(((1r,4r)-4-(2-oxa-7-azaspiro[3.5]nonan-7-yl)cyclohexyl)amino)quinazoline-6-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
21%	With triethylamine; In acetonitrile; at 120℃; for 1h;Microwave irradiation;	Synthesis of compound 1-14. A 10-mL vial, was charged with compound 7.8 (100 mg, 0.53 mmol, 1.00 equiv), compound 14.2 (67 mg, 0.30 mmol, 0.57 equiv), MeCN (3 mL) and triethyl amine (106 mg, 1.05 mmol, 2.00 equiv). Reaction was irradiated in microwave for 1 h at 120C. The resulting solution was diluted with ethyl acetate, washed with brine, dried and concentrated. Crude was purified via flash column chromatography to furnish 41.3 mg (21%) of 4-(((lr,4r)-4-(2-oxa-7-azaspiro[3.5]nonan-7-yl)cyclohexyl)amino)-quinazoline-6-carbonitrile as a white solid. LCMS (ES, m/z): 377[M+H+]; 1H NMR (300 MHz, CD3OD): delta 8.75 (1H, s), 8.55 (1H, s), 8.05 (1H, d), 7.81 (1H, m), 4.46 (4H, m), 4.25 (1H, m), 2.81-2.52 (5H, m), 2.22 (2H, m), 2.15-1.89 (6H, m), 1.78-1.45 (4H, m).

References: [1]Patent: WO2015/164374,2015,A1 .Location in patent: Paragraph 00318; 00320.

11
[ 32084-59-6 ]
[ 150449-97-1 ]

References: [1]Patent: WO2015/164374,2015,A1 .
[2]Patent: US2019/151295,2019,A1 .

12
4-amino-4-methylcyclohexanone hydrochloride [ No CAS ]
[ 150449-97-1 ]
4-[(1-methyl-4-oxocyclohexyl)amino]quinazoline-6-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; water; at 20℃; for 16h;	Step 2: 4-[(1-Methyl-4-oxocyclohexyl)amino]quinazoline-6-carbonitrile A 20 mL scintillation vial was charged with <strong>[150449-97-1]4-chloroquinazoline-6-carbonitrile</strong> (120 mg, 0.633 mmol), 4-amino-4-methylcyclohexanone, HCl (145 mg, 0.886 mmol) and DMA (5 mL). DIEA (0.884 mL, 5.06 mmol) was added, the vial was capped and the contents sirred at room temperature for 16 hours. The volatiles were removed in vacuo, the resulting residue re-dissolved in dichloromethane and purified by column chromatography on silica gel, ISCO; 12 g prepacked, (0-100% hexanes/ethyl acetate) to afford the title compound. MS: 281 (M+l).

References: [1]Patent: WO2016/53772,2016,A1 .Location in patent: Page/Page column 70.

13
[ 150449-97-1 ]
4-aminocyclohexan-1-one hydrochloride [ No CAS ]
4-{(trans-4-(azetidin-1-yl)cyclohexyl)amino}quinazoline-6-carbonitrile [ No CAS ]

References: [1]Patent: WO2016/53772,2016,A1 .

14
[ 150449-97-1 ]
4-aminocyclohexan-1-one hydrochloride [ No CAS ]
4-((4-oxocyclohexyl)amino)quinazoline-6-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20℃; for 4h;	4-Chloroquinazoline-6-carbonitrile (1.10 g, 5.78 mmol), 4-aminocyclohexanone hydrochloride (1.30 g, 8.66 mmol), DIEA (8.07 mL, 46.2 mmol), and DMA (60 mL) were added to a round bottom flask. The contents of the flask were allowed to stir for 4 h at rt. The reaction mixture was concentrated under reduced pressure. MeOH was added resulting in formation of a precipitate, which was collected by vacuum filtration and dried under reduced pressure to afford the title compound. MS: 267 (M+l). XH NMR (600 MHz, dmso) delta 8.94 (s, 1H), 8.59 (s, 1H), 8.39 (s, 1H), 8.06 (d, J= 8.6, 1H), 7.76 (d, J= 8.6, 1H), 4.71-4.61 (m, 1H), 2.58-2.50 (m, 2H), 2.30 (d, J= 14.7, 2H), 2.22-2.15 (m, 2H), 1.89-1.79 (m, 2H).
	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20℃; for 4h;	4-Chloroquinazoline-6-carbonitrile (1.10 g, 5.78 mmol), 4-aminocyclohexanone hydrochloride (1.30 g, 8.66 mmol), DIEA (8.07 mL, 46.2 mmol), and DMA (60 mL) were added to a round bottom flask. The contents of the flask were allowed to stir for 4 h at RT. The reaction mixture was concentrated under reduced pressure. MeOH was added resulting in formation of a precipitate, which was collected by vacuum filtration and dried under reduced pressure to afford the title compound.MS: 267 (M+1).1H NMR (600 MHz, DMSO) delta 8.94 (s, 1H), 8.59 (s, 1H), 8.39 (s, 1H), 8.06 (d,J= 8.6, 1H), 7.76 (d,J= 8.6, 1H), 4.71-4.61 (m, 1H), 2.58-2.50 (m, 2H), 2.30 (d,J= 14.7, 2H), 2.22-2.15 (m, 2H), 1.89-1.79 (m, 2H).

References: [1]Patent: WO2016/53772,2016,A1 .Location in patent: Page/Page column 33; 34.
[2]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 2721 - 2726.

15
7-methyl-1,4-dioxaspiro[4.5]decan-8-amine [ No CAS ]
[ 150449-97-1 ]
4-[7-methyl-1,4-dioxaspiro[4.5]dec-8-yl]amino}quinazoline-6-carbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20℃; for 16h;Sealed tube;	A 20 mL scintillation vial was charged with <strong>[150449-97-1]4-chloroquinazoline-6-carbonitrile</strong> (0.275 g, 1.45 mmol), 7-methyl-1,4-dioxaspiro[4.5]decan-8-amine (0.422 g, 2.03 mmol) and DMA (15 mL). DIEA (2.03 mL, 11.6 mmol) was added, the vial was capped and the contents sirred at room temperature for 16 hours. The volatiles were removed in vacuo, the resulting residue diluted with dichloromethane / iPrOH (10: 1, 10 mL), washed with aqueous ammonium chloride (saturated, 2 x 10 mL), dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. The resulting residue was purified by column chromatography on silica gel ISCO; 24 g prepacked, (0-66% hexanes/ethyl acetate) to afford 4- [(75,85 or 7R,8R)-7-methyl-l,4- dioxaspiro[4.5]dec-8-yl]amino}quinazoline-6-carbonitrile, MS: 325 (M+1) XH NMR (600 MHz, CDC13): delta 8.69 (s, 1H); 8.18 (s, 1H); 7.92-7.87 (m, 2H); 6.00 (br s, 1H); 4.67-4.62 (m, 1H); 4.04-3.94 (m, 4H); 2.33-2.29 (m, 1H); 2.06-2.03 (m, 1H); 1.93-1.86 (m, 1H); 1.81 (dd, J= 13.9, 4.3 Hz, 1H); 1.72 (dd, J= 10.0, 4.7 Hz, 2H); 1.64 (t, J= 12.7 Hz, 1H); 1.01 (d, J= 7.0 Hz, 3H) and 4- [(75,8R or 7R,85)-7-methyl-l,4-dioxaspiro[4.5]dec-8-yl]amino}quinazoline-6- carbonitrile. MS: 325 (M+1) XH NMR (600 MHz, CDC13): delta 8.67 (s, 1H); 8.27 (br s, 1H); 7.92 (s, 1H); 7.87 (d, J= 8.5 Hz, 1H); 4.18-4.13 (m, 1H); 3.99-3.93 (m, 4H); 2.13-2.09 (m, 1H); 1.96 (br s, 1H); 1.87 (dt, J= 13.5, 3.5 Hz, 1H); 1.85-1.80 (m, 1H); 1.75 (td, J= 13.5, 4.1 Hz, 1H); 1.64 (q, J= 12.8 Hz, 1H); 1.53 (t, J= 13.0 Hz, 1H): 0.99 (d, J= 6.6 Hz, 3H).

References: [1]Patent: WO2016/53772,2016,A1 .Location in patent: Page/Page column 37.

16
tert-butyl ((trans)-4-aminocyclohexyl)carbamate bis-hydrochloride [ No CAS ]
[ 150449-97-1 ]
tert-butyl {trans-4-[(6-cyanoquinazolin-4-yl)amino]cyclohexyl}carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With caesium carbonate; In N,N-dimethyl-formamide; at 20℃;Sealed tube;	4-Chloroquinazoline-6-carbonitrile (50 mg, 0.264 mmol), Cs2CO3 (301 mg, 0.923 mmol), and tert-butyl ((trans)-4-aminocyclohexyl)carbamate bis-hydrochloride (91.0 mg, 0.316 mmol) were added to a vial, and then DMF (2 mL) was added. The vial was sealed and stirred overnight at rt. Water was added resulting in formation of a precipitate, which was collected via vacuum filtration, and washed with diethyl ether. The collected solids were dried under reduced pressure to afford the title compound. MS: 368 (M+1).
	With caesium carbonate; In N,N-dimethyl-formamide; at 20℃;Sealed tube;	4-Chloroquinazoline-6-carbonitrile (50 mg, 0.264 mmol), Cs2CO3(301 mg, 0.923 mmol), and tert-butyl ((trans)-4-aminocyclohexyl)carbamate bis-hydrochloride (91.0 mg, 0.316 mmol) were added to a vial, and then DMF (2 mL) was added. The vial was sealed and stirred overnight at rt. Water was added resulting in formation of a precipitate, which was collected via vacuum filtration, and washed with diethyl ether. The collected solids were dried under reduced pressure to afford the title compound.MS: 368 (M+1).

References: [1]Patent: WO2016/53772,2016,A1 .Location in patent: Page/Page column 38.
[2]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 2721 - 2726.

17
tert-butyl ((trans)-4-aminocyclohexyl)carbamate bis-hydrochloride [ No CAS ]
[ 150449-97-1 ]
4-[(trans-4-aminocyclohexyl)amino]quinazoline-6-carbonitrile [ No CAS ]

References: [1]Patent: WO2016/53772,2016,A1 .
[2]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 2721 - 2726.

18
(1r,4r)-1-N,1-N-dimethylcyclohexane-1,4-diamine dihydrochloride [ No CAS ]
[ 150449-97-1 ]
4-[trans-4-(dimethylamino)cyclohexyl]amino}quinazoline-6-carbonitrile [ No CAS ]