1404480-15-4|(2-Amino-1,3-benzoxazol-5-yl)boronic acid hydrochloride| Ambeed

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Quality Control of [ 1404480-15-4 ] Purity: 95% SDS Specification

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Product Details of [ 1404480-15-4 ]

CAS No. :	1404480-15-4
Formula :	C₇H₈BClN₂O₃
M.W :	214.41
SMILES Code :	NC1=NC2=C(C=CC(B(O)O)=C2)O1.Cl
MDL No. :	MFCD26405707
InChI Key :	AQDKEUBWONTZJH-UHFFFAOYSA-N
Pubchem ID :	71302455

Safety of [ 1404480-15-4 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 1404480-15-4 ]

* 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 [ 1404480-15-4 ]
Downstream synthetic route of [ 1404480-15-4 ]

[ 1404480-15-4 ] Synthesis Path-Upstream 1~1

1
[ 1404480-15-4 ]
[ 1434089-03-8 ]
[ 1268454-23-4 ]

Yield	Reaction Conditions	Operation in experiment
85%	Stage #1: at 20℃; for 0.166667 h; Stage #2: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In 1,4-dioxane; water at 20 - 102℃; Inert atmosphere; Reflux	[00342] Example6[00343] Formula I[00344] Preparation of (6-(2-aminobenzo [d] oxazol-5 -yl)imidazo [ 1 ,2-a]pyridin-3 - yl)(morpholino)methanone (Formula I):[00345] 1. A 5 L three-neck round bottom flask was equipped with a mechanical stirrer, thermocouple probe, Nitrogen / vacuum inlet and reflux condenser and placed into a heating mantle.[00346] 2. 1,4-Dioxane (3.75 L) and water (1.25 L) were added at room temperature.[00347] 3. Compound 9 (250 g) and Compound 3 (210 g) were added to the flask at room temperature.[00348] 4. The reaction mixture was stirred for 10 min at room temperature.[00349] 5. Sodium carbonate (300 g) was added to the flask followed byPd(PPh₃)₄ (47 g) undemitrogen at room temperature.[00350] 6. With stirring, the reactor was sparged with nitrogen for -30 minutes at [00351] 7. The reaction mixture was deoxygenated by performing 5 to 6 vacuum / nitrogen cycles.[00352] 8. The reaction mixture was heated to reflux (88°C to 102°C) under slight nitrogen bubbling and stirredfor 5 to 8 hours.[00353] 9. The reaction was monitored by HPLC.[00354] 10. Upon completion, the reaction mixture was cooled to 75 - 80°C.[00355] 11. Water (3.75 L) and ethyl acetate (1.25 L) were added to the reaction mixture at 75 - 80°C.[00356] 12. The resulting mixture was cooled to room temperature and stirred for 2 hours at room temperature.[00357] 13. The mixture was filtered and the solid collected was washed with water (2x 1.25 L), methanol (1.25 L) andethyl acetate (2 x 1.25 L).[00358] 14. The solidwas suspended in ethyl acetate (1.5 L) at room temperature for 1 hour.[00359] 15. The suspension was filtered and the solidcollected was washed with ethyl acetate (250 mL).[00360] 16. This process was repeated two more times.[00361] 17. The solidobtained was dried under vacuum to give a crude product (250 g, 85percent yield; HPLC purity 98.1percent; Pd level 1831 ppm).[00362] Further purification of the crude product:[00363] 18. The crude product (250g) was suspended in methanol (2.5 L) and HCl (158 mL) at room temperature.[00364] 19. The mixture was heated to 40 to 45°C to give a slightly cloudy solution.[00365] 20. Charcoal (250 g) was added to the reaction mixture at 40 to 45°C. [00366] 21. The resulting mixture was stirred for 30 minutes at 40 to 45 °C.[00367] 22. The hot solution was filtered through a poly pad with 2 inch celite bed and the cake was washed withmethanol (3 x 500 mL).[00368] 23. The solution was recharged to the flask (Pd level: 330 ppm).[00369] 24. The solution was heated to 40 to 45°C.[00370] 25. Charcoal (50 g) and silica thiol (50 g) were added at 40 to 45°C.[00371] 26. The mixture was stirred for 30 minutes at 40 to 45°C.[00372] 27. The hot solution was filtered through a poly pad and the cake was washed with methanol (250 mL)[00373] 28. This process was repeated one more time.[00374] 29. The methanol was removed under vacuum at 30 - 35°C to ~2.5 L.[00375] 30. The solution was cooled to 10 to 15°C.[00376] 31. Concentrated aqueous ammonia solution (200 mL) was added until reaching pH 8-9.[00377] 32. The reaction mixture was cooled to 0 to 5°C and stirred for 1 to 2 hours at 0 to 5°C.[00378] 33. The mixture was filtered and the cake was washed with water (2 x 500 mL) and methanol (2 x 500mL).[00379] 34. The solid collected was transfered back into a round bottom flask and suspended in ethyl acetate (2.5 L) at roomtemperature for 2 to 3 hours.[00380] 35. The solid was collected by filtration and washed with ethyl acetate (750 mL).36. The solid was dried under vacuum at ~50°C to constant weight to give thecompound of Formila I as an off-white solid (180 g, 61percent yield; HPLC purity 98.5percent; 'HNMR (DMSO-d6, 300 MHz) ? 9.1 (s, 1H), 8.1 (s, 1H), 7.8-7.65 (2H), 7.60-7.40 (m, 4H), 7.3-7.2 (1H), 3.8-3.6 (m, 8H); Pd level lppm).
61%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In 1,4-dioxane; water at 20 - 102℃; Inert atmosphere	Example 6 Preparation of (6-(2-aminobenzo [d] oxazol-5 -yl)imidazo [1,2-a]pyridin-3 -yl)(morpholino)methanone (Formula V): 1. A 5 L three-neck round bottom flask was equipped with a mechanical stirrer, thermocouple probe, Nitrogen / vacuum inlet and reflux condenser and placed into a heating mantle. 2. 1,4-Dioxane (3.75 L) and water (1.25 L) were added at room temperature. 3. Compound 9 (250 g) and Compound 3 (210 g) were added to the flask at room temperature. 4. The reaction mixture was stirred for 10 min at room temperature. 5. Sodium carbonate (300 g) was added to the flask followed byPd(PPh3)4 (47 g) undemitrogen at room temperature. 6. With stirring, the reactor was sparged with nitrogen for -30 minutes at < 20°C. 7. The reaction mixture was deoxygenated by performing 5 to 6 vacuum / nitrogen cycles. 8. The reaction mixture was heated to reflux (88°C to 102°C) under slight nitrogen bubbling and stirredfor 5 to 8 hours. 9. The reaction was monitored by HPLC. 10. Upon completion, the reaction mixture was cooled to 75 - 80°C. 11. Water (3.75 L) and ethyl acetate (1.25 L) were added to the reaction mixture at 75 - 80°C. 12. The resulting mixture was cooled to room temperature and stirred for 2 hours at room temperature. 13. The mixture was filtered and the solid collected was washed with water (2x 1.25 L), methanol (1.25 L) andethyl acetate (2 x 1.25 L). 14. The solidwas suspended in ethyl acetate (1.5 L) at room temperature for 1 hour. 15. The suspension was filtered and the solidcollected was washed with ethyl acetate (250 mL). 16. This process was repeated two more times. 17. The solidobtained was dried under vacuum to give a crude product (250 g, 85percent yield; HPLC purity 98.1percent; Pd level 1831 ppm). Further purification of the crude product: 18. The crude product (250g) was suspended in methanol (2.5 L) and HCl (158 mL) at room temperature. 19. The mixture was heated to 40 to 45°C to give a slightly cloudy solution. 20. Charcoal (250 g) was added to the reaction mixture at 40 to 45°C. 21. The resulting mixture was stirred for 30 minutes at 40 to 45 °C. 22. The hot solution was filtered through a poly pad with 2 inch celite bed and the cake was washed with methanol (3 x 500 mL). 23. The solution was recharged to the flask (Pd level: 330 ppm). 24. The solution was heated to 40 to 45°C. 25. Charcoal (50 g) and silica thiol (50 g) were added at 40 to 45°C. 26. The mixture was stirred for 30 minutes at 40 to 45°C. 27. The hot solution was filtered through a poly pad and the cake was washed with methanol (250 mL). 28. This process was repeated one more time. 29. The methanol was removed under vacuum at 30 - 35°C to ∼2.5 L. 30. The solution was cooled to 10 to 15°C. 31. Concentrated aqueous ammonia solution (200 mL) was added until reaching pH 8-9. 32. The reaction mixture was cooled to 0 to 5°C and stirred for 1 to 2 hours at 0 to 5°C. 33. The mixture was filtered and the cake was washed with water (2 x 500 mL) and methanol (2 x 500mL). 34. The solid collected was transfered back into a round bottom flask and suspended in ethyl acetate (2.5 L) at roomtemperature for 2 to 3 hours. 35. The solid was collected by filtration and washed with ethyl acetate (750 mL). 36. The solid was dried under vacuum at ∼50°C to constant weight to give thecompound of Formila I as an off-white solid (180 g, 61percent yield; HPLC purity 98.5percent; 'HNMR (DMSO-d6, 300 MHz) δ 9.1 (s, 1H), 8.1 (s, 1H), 7.8-7.65 (2H), 7.60-7.40 (m, 4H), 7.3-7.2 (1H), 3.8-3.6 (m, 8H); Pd level lppm).

References: [1] Patent: WO2013/71272, 2013, A1, . Location in patent: Paragraph 00342-00380.
[2] Patent: EP2792360, 2014, A1, . Location in patent: Paragraph 0226-0227.

[ 1404480-15-4 ] Synthesis Path-Downstream 1~22

1
[ 1224844-66-9 ]
[ 1404480-15-4 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In water; at 80 - 84℃;Large scale;	[00258] 1. 5-Bromobenzo[b]oxazol-2-amine (Compound 2, 13400 g), bis-(pinacolato)diboron (19168 g), and 1,4-Dioxane (134 L) were added to an appropriately sized reactor and stirred at room temperature (-18 to 20 C).[00259] 2. With stirring, the reaction mixture was sparged with nitrogen for -10 minutes at [00260] 3. l,l'-Bis[(Diphenylphosphino) ferrocene dichloropalladium (II) complexed with dichloromethane ((PdC^dppf ), 2569 g)) and potassium acetate (KOAc, 18520 g) were added to the reactor.[00261] 4. With stirring, the sparging with nitrogen was continued for -10 minutes at [00262] 5. The reaction mixture was heated to reflux (100 to 103 C) under slight nitrogen blanket and stirred for 3 to 5 hours.[00263] 6. The reaction was monitored by HPLC.[00264] 7. Upon completion, the reaction mixture was cooled to 18-20 C, filteredthrough a plug of silica gel (40.5 Kg; -30 wt%).[00265] 8. The product was further eluted with Ethyl acetate (37 mL / g) under slight vacuum.[00266] 9. The last eluting fraction of the sample was submittedfor TLC analysis.[00267] 10. The combined filtrates were concentrated under vacuum at 30-40 C to a minimum stirrable volume[00268] (total -1.5 to 2 volumes).[00269] 11. 50% Aq. hydrochloric acid (1 : 1, Cone HCl: H20, 10 mL / g, 67 L of Cone. HClwith 67 L of Water) was charged to the thick slur in the reactor and the reaction mixture was heated to 80 to 84C followed by stirring for 2- 4 hours at 80 to 84 C.[00270] 12. The reaction was monitored by HPLC.[00271] 13. Upon completion, the reaction mixture was cooled to 18-20 C.[00272] 14. A solid was collected via vacuum filtration and washed with 10% aqueous hydrochloric acid (1 :9, ConeHCl: H20) (13 L of Cone. HCl with 67 L of Water).[00273] 15. The light brown to brown solids (wet) was suspended in ethyl acetate (134 L) and stirredfor -30 minutes at 18-20 C.[00274] 16. The solids was collected via vacuum filtration and washed with ethyl acetate (67 L).[00275] 17. The solids was dried for -1 hour under nitrogen blanket and then dried in a vacuum oven at-50 C to constant weight (-72 to 90 hours) with a slight nitrogen bleed to give compound 3 as a brown to light brown color solid (9479 g, 70% yield; HPLC purity 94.2%; 'HNMR (DMSO-d6, 300 MHz) ? 10.2- 9.5 (1H), 7.85-7.71 (1H), 7.62-7.50 (1H)).

References: [1]Patent: WO2010/51042,2010,A1 .Location in patent: Page/Page column 136.
[2]Patent: WO2013/71272,2013,A1 .Location in patent: Paragraph 00256-00275.

2
[ 1404480-15-4 ]
[ 1434089-03-8 ]
[ 1268454-23-4 ]

Yield	Reaction Conditions	Operation in experiment
85%		[00342] Example6[00343] Formula I[00344] Preparation of (6-(2-aminobenzo [d] oxazol-5 -yl)imidazo [ 1 ,2-a]pyridin-3 - yl)(morpholino)methanone (Formula I):[00345] 1. A 5 L three-neck round bottom flask was equipped with a mechanical stirrer, thermocouple probe, Nitrogen / vacuum inlet and reflux condenser and placed into a heating mantle.[00346] 2. 1,4-Dioxane (3.75 L) and water (1.25 L) were added at room temperature.[00347] 3. Compound 9 (250 g) and Compound 3 (210 g) were added to the flask at room temperature.[00348] 4. The reaction mixture was stirred for 10 min at room temperature.[00349] 5. Sodium carbonate (300 g) was added to the flask followed byPd(PPh3)4 (47 g) undemitrogen at room temperature.[00350] 6. With stirring, the reactor was sparged with nitrogen for -30 minutes at [00351] 7. The reaction mixture was deoxygenated by performing 5 to 6 vacuum / nitrogen cycles.[00352] 8. The reaction mixture was heated to reflux (88C to 102C) under slight nitrogen bubbling and stirredfor 5 to 8 hours.[00353] 9. The reaction was monitored by HPLC.[00354] 10. Upon completion, the reaction mixture was cooled to 75 - 80C.[00355] 11. Water (3.75 L) and ethyl acetate (1.25 L) were added to the reaction mixture at 75 - 80C.[00356] 12. The resulting mixture was cooled to room temperature and stirred for 2 hours at room temperature.[00357] 13. The mixture was filtered and the solid collected was washed with water (2x 1.25 L), methanol (1.25 L) andethyl acetate (2 x 1.25 L).[00358] 14. The solidwas suspended in ethyl acetate (1.5 L) at room temperature for 1 hour.[00359] 15. The suspension was filtered and the solidcollected was washed with ethyl acetate (250 mL).[00360] 16. This process was repeated two more times.[00361] 17. The solidobtained was dried under vacuum to give a crude product (250 g, 85% yield; HPLC purity 98.1%; Pd level 1831 ppm).[00362] Further purification of the crude product:[00363] 18. The crude product (250g) was suspended in methanol (2.5 L) and HCl (158 mL) at room temperature.[00364] 19. The mixture was heated to 40 to 45C to give a slightly cloudy solution.[00365] 20. Charcoal (250 g) was added to the reaction mixture at 40 to 45C. [00366] 21. The resulting mixture was stirred for 30 minutes at 40 to 45 C.[00367] 22. The hot solution was filtered through a poly pad with 2 inch celite bed and the cake was washed withmethanol (3 x 500 mL).[00368] 23. The solution was recharged to the flask (Pd level: 330 ppm).[00369] 24. The solution was heated to 40 to 45C.[00370] 25. Charcoal (50 g) and silica thiol (50 g) were added at 40 to 45C.[00371] 26. The mixture was stirred for 30 minutes at 40 to 45C.[00372] 27. The hot solution was filtered through a poly pad and the cake was washed with methanol (250 mL)[00373] 28. This process was repeated one more time.[00374] 29. The methanol was removed under vacuum at 30 - 35C to ~2.5 L.[00375] 30. The solution was cooled to 10 to 15C.[00376] 31. Concentrated aqueous ammonia solution (200 mL) was added until reaching pH 8-9.[00377] 32. The reaction mixture was cooled to 0 to 5C and stirred for 1 to 2 hours at 0 to 5C.[00378] 33. The mixture was filtered and the cake was washed with water (2 x 500 mL) and methanol (2 x 500mL).[00379] 34. The solid collected was transfered back into a round bottom flask and suspended in ethyl acetate (2.5 L) at roomtemperature for 2 to 3 hours.[00380] 35. The solid was collected by filtration and washed with ethyl acetate (750 mL).36. The solid was dried under vacuum at ~50C to constant weight to give thecompound of Formila I as an off-white solid (180 g, 61% yield; HPLC purity 98.5%; 'HNMR (DMSO-d6, 300 MHz) ? 9.1 (s, 1H), 8.1 (s, 1H), 7.8-7.65 (2H), 7.60-7.40 (m, 4H), 7.3-7.2 (1H), 3.8-3.6 (m, 8H); Pd level lppm).
61%	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,4-dioxane; water; at 20 - 102℃;Inert atmosphere;	Example 6 Preparation of (6-(2-aminobenzo [d] oxazol-5 -yl)imidazo [1,2-a]pyridin-3 -yl)(morpholino)methanone (Formula V): 1. A 5 L three-neck round bottom flask was equipped with a mechanical stirrer, thermocouple probe, Nitrogen / vacuum inlet and reflux condenser and placed into a heating mantle. 2. 1,4-Dioxane (3.75 L) and water (1.25 L) were added at room temperature. 3. Compound 9 (250 g) and Compound 3 (210 g) were added to the flask at room temperature. 4. The reaction mixture was stirred for 10 min at room temperature. 5. Sodium carbonate (300 g) was added to the flask followed byPd(PPh3)4 (47 g) undemitrogen at room temperature. 6. With stirring, the reactor was sparged with nitrogen for -30 minutes at < 20C. 7. The reaction mixture was deoxygenated by performing 5 to 6 vacuum / nitrogen cycles. 8. The reaction mixture was heated to reflux (88C to 102C) under slight nitrogen bubbling and stirredfor 5 to 8 hours. 9. The reaction was monitored by HPLC. 10. Upon completion, the reaction mixture was cooled to 75 - 80C. 11. Water (3.75 L) and ethyl acetate (1.25 L) were added to the reaction mixture at 75 - 80C. 12. The resulting mixture was cooled to room temperature and stirred for 2 hours at room temperature. 13. The mixture was filtered and the solid collected was washed with water (2x 1.25 L), methanol (1.25 L) andethyl acetate (2 x 1.25 L). 14. The solidwas suspended in ethyl acetate (1.5 L) at room temperature for 1 hour. 15. The suspension was filtered and the solidcollected was washed with ethyl acetate (250 mL). 16. This process was repeated two more times. 17. The solidobtained was dried under vacuum to give a crude product (250 g, 85% yield; HPLC purity 98.1%; Pd level 1831 ppm). Further purification of the crude product: 18. The crude product (250g) was suspended in methanol (2.5 L) and HCl (158 mL) at room temperature. 19. The mixture was heated to 40 to 45C to give a slightly cloudy solution. 20. Charcoal (250 g) was added to the reaction mixture at 40 to 45C. 21. The resulting mixture was stirred for 30 minutes at 40 to 45 C. 22. The hot solution was filtered through a poly pad with 2 inch celite bed and the cake was washed with methanol (3 x 500 mL). 23. The solution was recharged to the flask (Pd level: 330 ppm). 24. The solution was heated to 40 to 45C. 25. Charcoal (50 g) and silica thiol (50 g) were added at 40 to 45C. 26. The mixture was stirred for 30 minutes at 40 to 45C. 27. The hot solution was filtered through a poly pad and the cake was washed with methanol (250 mL). 28. This process was repeated one more time. 29. The methanol was removed under vacuum at 30 - 35C to ∼2.5 L. 30. The solution was cooled to 10 to 15C. 31. Concentrated aqueous ammonia solution (200 mL) was added until reaching pH 8-9. 32. The reaction mixture was cooled to 0 to 5C and stirred for 1 to 2 hours at 0 to 5C. 33. The mixture was filtered and the cake was washed with water (2 x 500 mL) and methanol (2 x 500mL). 34. The solid collected was transfered back into a round bottom flask and suspended in ethyl acetate (2.5 L) at roomtemperature for 2 to 3 hours. 35. The solid was collected by filtration and washed with ethyl acetate (750 mL). 36. The solid was dried under vacuum at ∼50C to constant weight to give thecompound of Formila I as an off-white solid (180 g, 61% yield; HPLC purity 98.5%; 'HNMR (DMSO-d6, 300 MHz) δ 9.1 (s, 1H), 8.1 (s, 1H), 7.8-7.65 (2H), 7.60-7.40 (m, 4H), 7.3-7.2 (1H), 3.8-3.6 (m, 8H); Pd level lppm).

References: [1]Patent: WO2013/71272,2013,A1 .Location in patent: Paragraph 00342-00380.
[2]Patent: EP2792360,2014,A1 .Location in patent: Paragraph 0226-0227.

3
[ 40925-68-6 ]
[ 1404480-15-4 ]

References: [1]Patent: WO2013/71272,2013,A1 .
[2]Patent: WO2013/23184,2013,A1 .
[3]Patent: WO2014/151147,2014,A1 .
[4]Patent: WO2014/151147,2014,A1 .
[5]Patent: EP2792360,2014,A1 .
[6]Patent: US2014/357651,2014,A1 .
[7]Patent: US2014/357651,2014,A1 .
[8]Patent: US9174994,2015,B2 .
[9]Patent: US9174994,2015,B2 .

4
[ 64037-07-6 ]
[ 1404480-15-4 ]

Yield	Reaction Conditions	Operation in experiment
		Example 2: Preparation of compound 4: 1. 5-Bromobenzo[b]oxazol-2-amine (Compound 2, 13400 g), bis-(pinacolato)diboron (19168 g), and 1,4-Dioxane (134 L) were added to an appropriately sized reactor and stirred at room temperature (-18 to 20 C). 2. With stirring, the reaction mixture was sparged with nitrogen for -10 minutes at < 20 C. 3. 1,1'-Bis[(Diphenylphosphino) ferrocene dichloropalladium (II) complexed with dichloromethane ((PdC^dppf), 2569 g)) and potassium acetate (KOAc, 18520 g) were added to the reactor. 4. With stirring, the sparging with nitrogen was continued for -10 minutes at < 20 C. 5. The reaction mixture was heated to reflux (100 to 103 C) under slight nitrogen blanket and stirred for 3 to 5 hours. 6. The reaction was monitored by HPLC. 7. Upon completion, the reaction mixture was cooled to 18-20 C, filteredthrough a plug of silica gel (40.5 Kg; -30 wt%). 8. The product was further eluted with Ethyl acetate (37 mL / g) under slight vacuum. 9. The last eluting fraction of the sample was submittedfor TLC analysis. 10. The combined filtrates were concentrated under vacuum at 30-40 C to a minimum stirrable volume (total -1.5 to 2 volumes). 11. 50% Aq. hydrochloric acid (1 : 1, Cone HCl: H20, 10 mL / g, 67 L of Cone. HClwith 67 L of Water) was charged to the thick slur in the reactor and the reaction mixture was heated to 80 to 84C followed by stirring for 2- 4 hours at 80 to 84 C. 12. The reaction was monitored by HPLC. 13. Upon completion, the reaction mixture was cooled to 18-20 C. 14. A solid was collected via vacuum filtration and washed with 10% aqueous hydrochloric acid (1 :9, Cone HCl: H20) (13 L of Cone. HCl with 67 L of Water). 15. The light brown to brown solids (wet) was suspended in ethyl acetate (134 L) and stirredfor -30 minutes at 18-20 C. 16. The solids was collected via vacuum filtration and washed with ethyl acetate (67 L). 17. The solids was dried for -1 hour under nitrogen blanket and then dried in a vacuum oven at -50 C to constant weight (-72 to 90 hours) with a slight nitrogen bleed to give compound 3 as a brown to light brown color solid (9479 g, 70% yield; HPLC purity 94.2%; 'HNMR (DMSO-d6, 300 MHz) δ 10.2-9.5 (1H), 7.85-7.71 (1H), 7.62-7.50 (1H)).

References: [1]Patent: WO2013/71272,2013,A1 .
[2]Patent: EP2792360,2014,A1 .Location in patent: Paragraph 0219-0220.
[3]Patent: US2014/357651,2014,A1 .Location in patent: Paragraph 0485.
[4]Patent: US9174994,2015,B2 .

5
[ 1404480-15-4 ]
C₁₉H₁₇N₅O₃*(x)H₂O₄S [ No CAS ]