[ CAS No. 742058-39-5 ]

Name: 742058-39-5|2-(Benzyloxy)-5-bromopyrimidine|98%
Brand: Ambeed
SKU: A489793
Price: 16.0 USD
Availability: InStock
Rating: 99 (25 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 742058-39-5

Structure of 742058-39-5 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 742058-39-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 742058-39-5 ]

SDS Specification

Alternatived Products of [ 742058-39-5 ]

Product Details of [ 742058-39-5 ]

CAS No. :	742058-39-5	MDL No. :	MFCD07375140
Formula :	C₁₁H₉BrN₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RDGZEALFIOPSCC-UHFFFAOYSA-N
M.W :	265.11	Pubchem ID :	42553055
Synonyms :

Safety of [ 742058-39-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 742058-39-5 ]

* 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 [ 742058-39-5 ]

[ 742058-39-5 ] Synthesis Path-Downstream 1~20

1
[ 140-88-5 ]
[ 742058-39-5 ]
(E)-3-(2-Benzyloxy-pyrimidin-5-yl)-acrylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine

Reference： [1]Boyd, Helen F.; Hammond, Beverley; Hickey, Deirdre M.B.; Ife, Robert J.; Leach, Colin A.; Lewis; Macphee, Colin H.; Milliner, Kevin J.; Pinto, Ivan L.; Smith, Stephen A.; Stansfield, Ian G.; Theobald, Colin J.; Whittaker, Caroline M. [Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 5, p. 701 - 704]

2
[ 32779-36-5 ]
[ 100-51-6 ]
[ 742058-39-5 ]

Yield	Reaction Conditions	Operation in experiment
98%	Stage #1: benzyl alcohol With sodium hydride In tetrahydrofuran for 0.166667h; Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran at 20℃; Stirring overnight;	5-1 2-Benzyloxy-5-bromopyrimidine To a mixture of benzyl alcohol (0.123 g, 1.14 mmol) and tetrahedrofuran (12.0 mL) was added sodium hydride (60 % oil suspension, 0.050 g, 1.2 mmol) portionwise. After 10 min, 5-bromo-2-chloropyrimidine (0.200 g, 1.034 mmol) was added, and the mixture was stirred at room temperature overnight. The mixture was concentrated under reduced pressure. The residue was partitionated between ethyl acetate and water. The separated organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to give 2- benzyloxy-5-bromopyrimidine (0.269 g, 98 %) as a white solid.
97%	Stage #1: benzyl alcohol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;	General procedure for the synthesis of substitutedbenzyloxy halo pyrimidines (3a-3i, Scheme 1) In portion wise, Cesium carbonate (6.78 g, 20.6 mmol) was added to a stirred solution of benzyl alcohol (2.25 g, 20.6 mmol) in acetonitrile and dimethylformamide (1:1, 40 mL) under nitrogen atmosphere at room temperature. After 10 min, 5-bromo-2-chloropyrimidine (2.0 g, 10.3 mmol) was added and the mixture was stirred at the same temperature for overnight. The reaction was monitored by TLC; after completion of the reaction, reaction mixture was poured into ice-cold water; the resultant solid was filtered; solid was washed with water (3 x 10 mL) followed by n-pentane (2 x 10 mL) and air dried and recrystallized from benzene gave 3a (2.675 g) as white solid in 97 %yield, mp 102.9-105.6 °C, TLC Rf 0.34 (10 % EtOAc in hexanes as the eluent); 1H NMR (DMSO, 300 MHz); δ 8.78 (s, 2H, Pyrimidine H), 7.34-7.47 (m, 5H, ArH), 5.38 (s, 2H, ArCH2); 13CNMR (DMSO, 100 MHz) δ 163.16,159.83, 136.15, 128.39, 128.02, 127.95, 111.91, 68.95; IR (KBr) 1271(C-O), 1179 (C-N), 525 (C-Br) cm-1; HRMS(ES+) exact mass calculated for [M+H]+ (C11H9BrN2O) requires m/z 264.989, found m/z 265.091, 267.301.
	With potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 20℃; for 1.5h;	4.1 (l) 2-Benzyloxy-5-bromo-pyrimidine; Potassium tert-butoxide (6.96 g) was added to a solution of 5-bromo-2-chloro~ pyrimidine (10 g) and benzyl alcohol (6.4 ml) in N,N-dimethylformamide (140 ml) and the mixture was stirred at room temperature for 1.5 hours. Water was added to the mixture and the precipitated solid was collected by filtration, washed with methanol, dried to give the titled compound (10.6 g). MS (m/z): 265/267 [M+H]+.

10.2 g

With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 2h;

3.1 Step: 2-benzyloxy-5-bromo pyrimidine A mixture of 5-bromo-2-chloro-pyrimidine (10 g, 51.7 mmol) and benzylalcohol (6.4 mL, 62 mmol) was dissolved in N, N- dimethyl formamide (140 mL),and thereto is added potassium tert-butoxide (6.96 g, 62 mmol), reaction atroom temperature 2h. After completion of the reaction, water was added tothe reaction solution to precipitate a solid. The solid was collected byfiltration under reduced pressure, the filter cake washed with a small amountof methanol, and dried to give 2-benzyloxy-5-bromo - pyrimidine (white solid,10.2 g).

Reference： [1]Current Patent Assignee: BAYER AG - WO2004/69805, 2004, A1 Location in patent: Page 52
[2]Reddy, Onteddu Surendranatha; Suryanarayana, Ch. Venkata; Narayana; Anuradha; Babu, B. Hari [Medicinal Chemistry Research, 2015, vol. 24, # 5, p. 1777 - 1788]
[3]Current Patent Assignee: NEWAMSTERDAM PHARMA - WO2007/116922, 2007, A1 Location in patent: Page/Page column 51-52
[4]Current Patent Assignee: SHANGHAI PHARMACEUTICALS HOLDING COMPANY LIMITED - CN103420977, 2016, B Location in patent: Paragraph 0211-0214

3
[ 110-91-8 ]
[ 742058-39-5 ]
[ 952582-20-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium t-butanolate In N,N-dimethyl-formamide at 50℃; for 1h;	4.2 (2) 4-(2-Benzyloxy-pyrimidin-5-yl)-morpholine; Tris(dibenzylideneacetone)dipalladium (1.78 g), 2-(di-tert-butylphosphino)- biphenyl (2.32 g) and sodium tert-butoxide (4.49 g) were added to a solution of 2- benzyloxy-5-bromo-pyrimidine (10.3 g) and morpholine (4.1 ml) in toluene (180 ml) and the mixture was stirred under nitrogen atmosphere at 50°C for an hour. The reaction mixture was cooled to room temperature. Water and ethyl acetate were added and the organic layer was separated, washed with a saturated brine, dried over magnesium sulfate and concentrated in vacuo. The residue was triturated with ethyl acetate and hexane to give the titled compound (9.12 g). MS (m/z): 272 [M+H]+.
4.75 g	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; johnphos; sodium t-butanolate In 1,4-dioxane at 50℃; for 2h; Inert atmosphere;	3.2 Step two: 4-[2-(benzyloxy)pyrimidin-5-yl]morpholine The 2-benzyloxy-5-bromo-pyrimidine (5.3 g, 20 mmol) and morpholine(2.1 mL, 24 mmol) was dissolved in 1,4-dioxane (60 mL) under argon protection underthe was added Pd 2 (dba) 3 (920 mg, 1mmol), 2- (di-t-butylphosphino) - biphenyl (1.2 g, 4 mmol) and sodiumtert-butoxide (2.3 g, 24 mmol), the mixture The reaction was heated to 50 °C 2h. After completion of the reaction, was cooled to room temperature, thereaction mixture was added water, extracted with ethyl acetate, the organicphase was dried over anhydrous sodium sulfate, filtered, and the solvent wasevaporated to dryness, purified by silica gel column chromatography to give 4-(2-benzyloxy - pyrimidin-5-yl) - morpholine (yellow solid, 4.75 g).

Reference： [1]Current Patent Assignee: NEWAMSTERDAM PHARMA - WO2007/116922, 2007, A1 Location in patent: Page/Page column 52
[2]Current Patent Assignee: SHANGHAI PHARMACEUTICALS HOLDING COMPANY LIMITED - CN103420977, 2016, B Location in patent: Paragraph 0211-0212; 0215-0216

4
[ 742058-39-5 ]
3-(2-benzyloxy-pyrimidin-5-yl)-propionic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: Pd(OAc)2; P(o-Tol)3; Et₃N 2: H₂; Et₃N / Pd/C / ethanol

5
[ 742058-39-5 ]
(Z)-2-(2-Benzyloxy-pyrimidin-5-ylmethyl)-3-methoxy-acryloyl chloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1: Pd(OAc)2; P(o-Tol)3; Et₃N 2: H₂; Et₃N / Pd/C / ethanol 3: NaH / 1,2-dimethoxy-ethane 4: K₂CO₃ / dimethylformamide 5: aq. NaOH 6: (COCl)2 / 1,2-dichloro-ethane

6
[ 742058-39-5 ]
(Z)-2-(2-Benzyloxy-pyrimidin-5-ylmethyl)-3-methoxy-acrylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: Pd(OAc)2; P(o-Tol)3; Et₃N 2: H₂; Et₃N / Pd/C / ethanol 3: NaH / 1,2-dimethoxy-ethane 4: K₂CO₃ / dimethylformamide 5: aq. NaOH

7
[ 742058-39-5 ]
(Z)-2-(2-Benzyloxy-pyrimidin-5-ylmethyl)-3-hydroxy-acrylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: Pd(OAc)2; P(o-Tol)3; Et₃N 2: H₂; Et₃N / Pd/C / ethanol 3: NaH / 1,2-dimethoxy-ethane

8
[ 742058-39-5 ]
(Z)-2-(2-Benzyloxy-pyrimidin-5-ylmethyl)-3-methoxy-acrylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: Pd(OAc)2; P(o-Tol)3; Et₃N 2: H₂; Et₃N / Pd/C / ethanol 3: NaH / 1,2-dimethoxy-ethane 4: K₂CO₃ / dimethylformamide

9
[ 742058-39-5 ]
(Z)-2-(2-Benzyloxy-pyrimidin-5-ylmethyl)-3-methoxy-acryloyl isothiocyanate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1: Pd(OAc)2; P(o-Tol)3; Et₃N 2: H₂; Et₃N / Pd/C / ethanol 3: NaH / 1,2-dimethoxy-ethane 4: K₂CO₃ / dimethylformamide 5: aq. NaOH 6: (COCl)2 / 1,2-dichloro-ethane 7: acetonitrile

10
[ 742058-39-5 ]
2-[5-(2-benzyloxy-pyrimidin-5-ylmethyl)-2-mercapto-4-oxo-4H-pyrimidin-1-yl]-N-methyl-N-octyl-acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1.1: Pd(OAc)2; P(o-Tol)3; Et₃N 2.1: H₂; Et₃N / Pd/C / ethanol 3.1: NaH / 1,2-dimethoxy-ethane 4.1: K₂CO₃ / dimethylformamide 5.1: aq. NaOH 6.1: (COCl)2 / 1,2-dichloro-ethane 7.1: acetonitrile 8.1: dimethylformamide 8.2: NaOEt

11
[ 742058-39-5 ]
1-(N-Methyl-N-(oct-1-yl)aminocarbonylmethyl)-2-(4-fluorobenzyl)thio-5-(2-benzyloxypyrimid-5-ylmethyl)pyrimidin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 9 steps 1.1: Pd(OAc)2; P(o-Tol)3; Et₃N 2.1: H₂; Et₃N / Pd/C / ethanol 3.1: NaH / 1,2-dimethoxy-ethane 4.1: K₂CO₃ / dimethylformamide 5.1: aq. NaOH 6.1: (COCl)2 / 1,2-dichloro-ethane 7.1: acetonitrile 8.1: dimethylformamide 8.2: NaOEt 9.1: iPrNEt / CH₂Cl₂

12
4-[N-(1-methoxycarbonyl-2-phenylethyl)carbamoyl]phenylboronic acid [ No CAS ]
[ 742058-39-5 ]
2-[4-(2-benzyloxypyrimidin-5-yl)benzoylamino]-3-phenylpropionic acid methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
27%	With sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 1h;	5-1 2-[4-(2-Benzyloxypyrimidin-5-yl)benzoylamino]-3-phenylpropionic acid methyl ester To a mixture of 4-[N-(1-methoxycarbonyl-2-phenylethyl)carbamoyl]phenylboronic acid (0.100 g, 0.306 mmol), 2-benzyloxy-5-bromopyrimidine (0.081 g, 0.31 mmol) and 1,2-dimethoxyethane (2 mL) was added 1.8 N sodium carbonate aqueous solution (0.500 mL, 0.917 mmol) followed by tetrakis(triphenylphosphine)palladium (0.036 g, 0.031 mmol). The mixture was stirred at 90° C for 1 hour. After cooled to room temperature, the mixture was partitioned between ethyl acetate and water. The separated organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was suspended in methanol, collected by filtration, washed with methanol, and dried under reduced pressure to give 2-[4-(2-benzyloxypyrimidin-5-yl)benzoylamino]-3-phenylpropionic acid methyl ester (0.039 g, 27 %) as a white solid.

Reference： [1]Current Patent Assignee: BAYER AG - WO2004/69805, 2004, A1 Location in patent: Page 53

13
[ 742058-39-5 ]
[ 373384-18-0 ]
(benzyloxy)-5-(3-(methylsulfonyl)phenyl)pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; at 80℃; for 0.5h;Inert atmosphere; Green chemistry;	To a oven dried 25 mL round bottom flask were added 2-(benzyloxy)-5-bromopyrimidine (0.15 g, 0.568 mmol), 3-(methylsulfonyl) phenylboronic acid (0.125 g, 0.625 mmol), and 0.5 N aqueous sodium carbonate (0.240 g, 2.27 mmol in 4.52 mL water) followed by 5 mL water and were degassed by bubbling with nitrogen gas for 15 min. PdCl2(PPh3)2 (0.039 g, 0.0056 mmol) was added to the above reaction mixture and then heated to 80 C for 30 min. The reaction mixture was cooled to room temperature, the resultant solid was filtered and solid was washed with water and air dried. The crude product was recrystallized from dichloromethane in petroleum ether to give 4a(131 mg) in 67 % yield as off-white solid, mp (recrystallized from dichloromethane in petroleum ether) 180.1-184.4 C; TLC Rf 0.25 (40 % EtOAc in hexanes as the eluent); 1H NMR (DMSO, 300 MHz) delta 9.06 (s, 2H,pyrimidine H), 8.26 (s, 1H, ArH), 8.10 (d, J = 7.8 Hz, 1H,ArH), 7.95 (d, J = 7.8 Hz, 1H, ArH), 7.78 (t, J = 7.5 Hz,1H, ArH), 7.49 (d, J = 6.9 Hz, 2H, ArH), 7.44-7.34 (m, 3H, ArH), 5.48 (s, 2H, ArCH2), 3.30 (s, 3H, SO2Me); 13C NMR (DMSO, 100 MHz) delta 164.32, 157.85, 141.84, 136.49,135.20, 131.40, 130.19, 128.41, 127.95, 126.20, 126.13,124.72, 68.62, 43.31; IR (KBr) 1149 (C-O),1298 (SO2),1186 (C-N) cm-1; HRMS (ES+) exact mass calculated for[M+H]+ (C18H16N2O3S) requires m/z 341.088, found m/z 341.080.

Reference： [1]Medicinal Chemistry Research,2015,vol. 24,p. 1777 - 1788

14
[ 742058-39-5 ]
[ 163105-89-3 ]
2-(benzyloxy)-5-(6-methoxypyridin-3-yl) pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water at 80℃; for 0.5h; Inert atmosphere; Green chemistry;	General procedure for the preparation (benzyloxy)-5-(3-(methylsulfonyl) phenyl) pyrimidine (4a) General procedure: To a oven dried 25 mL round bottom flask were added 2-(benzyloxy)-5-bromopyrimidine (0.15 g, 0.568 mmol), 3-(methylsulfonyl) phenylboronic acid (0.125 g, 0.625 mmol), and 0.5 N aqueous sodium carbonate (0.240 g, 2.27 mmol in 4.52 mL water) followed by 5 mL water and were degassed by bubbling with nitrogen gas for 15 min. PdCl2(PPh3)2 (0.039 g, 0.0056 mmol) was added to the above reaction mixture and then heated to 80 °C for 30 min. The reaction mixture was cooled to room temperature, the resultant solid was filtered and solid was washed with water and air dried. The crude product was recrystallized from dichloromethane in petroleum ether to give 4a(131 mg) in 67 % yield as off-white solid

Reference： [1]Reddy, Onteddu Surendranatha; Suryanarayana, Ch. Venkata; Narayana; Anuradha; Babu, B. Hari [Medicinal Chemistry Research, 2015, vol. 24, # 5, p. 1777 - 1788]

15
[ 742058-39-5 ]
2-(benzyloxy)pyrimidin-5-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With ammonium hydroxide; copper(l) iodide; potassium carbonate; <i>L</i>-proline In dimethyl sulfoxide at 85℃; for 18h; Sealed tube; Inert atmosphere;	10.1 Step One. 2-(Benzyloxy)pyrimidin-5-amine (A2) Step One. 2-(Benzyloxy)pyrimidin-5-amine (A2): 2-(Benzyloxy)-5- bromopyrimidine Al, (265 mg, 1.00 mmol), copper iodide (38 mg, 0.20 mmol), L-proline (46 mg, 0.40 mmol), and potassium carbonate (207 mg, 1.50 mmol) were combined in a sealed tube. The vessel was evacuated and backfilled with dry nitrogen before the addition of dimethylsulfoxide (1.0 mL). After 5 minutes of stirring, concentrated ammonium hydroxide (0.10 mL, 1.5 mmol) was added and the mixture heated at 85 °C for 18 h. After this time, the mixture was cooled, diluted with water (10 mL), and ethyl acetate (10 mL). The ethyl acetate was dried over sodium sulfate, the drying agent was removed by filtration, and the resulting solution was concentrated under reduced pressure. The residue obtained was purified by chromatography (silica, 25-100% ethyl acetate/hexanes) to afford compound A2 (120 mg, 60%) as a tan solid: 1H NMR (500 MHz, CDC13) δ 8.04 (s, 2H), 7.46 (d, J = 7.1 Hz, 2H), 7.36- 7.26 (m, 3H), 5.36 (s, 2H), 3.40 (br s, 2H).

Reference： [1]Current Patent Assignee: ACQUIST LLC - WO2015/123003, 2015, A1 Location in patent: Paragraph 00146

16
[ 742058-39-5 ]
N-(2-(benzyloxy)pyrimidin-5-yl)-1H-imidazole-1-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: ammonium hydroxide; copper(l) iodide; <i>L</i>-proline; potassium carbonate / dimethyl sulfoxide / 18 h / 85 °C / Sealed tube; Inert atmosphere 2: dimethyl sulfoxide / 2 h / 20 °C

Reference： [1]Current Patent Assignee: ACQUIST LLC - WO2015/123003, 2015, A1

17
[ 742058-39-5 ]
1H-imidazol-3-ium 5-((2-(benzyloxy)pyrimidin-5-yl)carbamoyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: ammonium hydroxide; copper(l) iodide; <i>L</i>-proline; potassium carbonate / dimethyl sulfoxide / 18 h / 85 °C / Sealed tube; Inert atmosphere 2.1: dimethyl sulfoxide / 2 h / 20 °C 3.1: triethylamine / 1,4-dioxane / 0.17 h / 55 °C 3.2: 0.75 h / 55 °C

Reference： [1]Current Patent Assignee: ACQUIST LLC - WO2015/123003, 2015, A1

18
[ 926904-27-0 ]
[ 742058-39-5 ]
benzyl 4-(4-(2-(benzyloxy)pyrimidin-5-yl)piperazin-1-yl)piperidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; johnphos; sodium t-butanolate In toluene at 55℃; for 3h; Inert atmosphere;	91 Benzyl 4- (4- (2- (benzyloxy) pyrimidin-5-yl) piperazin-1-yl) piperidine-1-carboxylate (91c) To a solution of 2- (benzyloxy) -5-bromopyrimidine (91a) (2.65 g, 10.0 mmol) in Toluene (50 mL) were added benzyl 4- (piperazin-1-yl) piperidine-1-carboxylate (91b) (3.03 g, 10.0 mmol) , Pd2 (dba) 3 (460 mg, 0.50 mmol) , Johnphos (600 mg, 2.00 mmol) , and t-BuONa (1.44 g, 15.0 mmol) . The mixture was heated at 55 under N2 for 3 h. After cooled to room temperature, the mixture was diluted with water (100 mL) and extracted with DCM (3 × 50 mL) . The extracts were dried over Na2SO4. Solvents were evaporated under reduced pressure. The residue was purified by silica gel column, eluting with 1-2.5MeOH in DCM to give benzyl 4- (4- (2- (benzyloxy) pyrimidin-5-yl) piperazin-1-yl) piperidine-1-carboxylate (91c) . MS-ESI (m/z) : 488 [M + 1] +.

Reference： [1]Current Patent Assignee: SHANGHAI FOSUN PHARMACEUTICAL (GROUP) CO., LTD. - WO2017/114351, 2017, A1 Location in patent: Paragraph 297

19
[ 42890-06-2 ]
[ 742058-39-5 ]
2-(benzyloxy)-5-((2S,3S,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl)pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With [2,2]bipyridinyl; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; nickel dibromide In N,N-dimethyl-formamide at 30℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation; stereoselective reaction;

Reference： [1]Ma, Yingying; Liu, Shihui; Xi, Yifan; Li, Hongrui; Yang, Kai; Cheng, Zhihao; Wang, Wei; Zhang, Yongqiang [Chemical Communications, 2019, vol. 55, # 97, p. 14657 - 14660]

20
sodium trimethylsilyldimethylsilanolate [ No CAS ]
[ 742058-39-5 ]
C₁₄H₁₈N₂OSi [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With MePhos Pd G₄ In 1,2-dichloro-ethane at 50℃;

Reference： [1]Yamagishi, Hiroki; Saito, Hayate; Shimokawa, Jun; Yorimitsu, Hideki [ACS Catalysis, 2021, vol. 11, # 16, p. 10095 - 10103]

Same Skeleton Products

Related Products

Historical Records

Related Functional Groups of
[ 742058-39-5 ]

Aryls

[ 1159000-88-0 ]

5-Bromo-2-((4-methoxybenzyl)oxy)pyrimidine

Similarity: 0.87

[ 1189734-03-9 ]

(4-((5-Bromopyrimidin-2-yl)oxy)phenyl)methanol

Similarity: 0.82

Bromides

[ 1159000-88-0 ]

5-Bromo-2-((4-methoxybenzyl)oxy)pyrimidine

Similarity: 0.87

[ 1189734-03-9 ]

(4-((5-Bromopyrimidin-2-yl)oxy)phenyl)methanol

Similarity: 0.82

Ethers

[ 1159000-88-0 ]

5-Bromo-2-((4-methoxybenzyl)oxy)pyrimidine

Similarity: 0.87

[ 1189734-03-9 ]

(4-((5-Bromopyrimidin-2-yl)oxy)phenyl)methanol

Similarity: 0.82

Related Parent Nucleus of
[ 742058-39-5 ]

Pyrimidines

[ 1159000-88-0 ]

5-Bromo-2-((4-methoxybenzyl)oxy)pyrimidine

Similarity: 0.87

[ 1189734-03-9 ]

(4-((5-Bromopyrimidin-2-yl)oxy)phenyl)methanol

Similarity: 0.82

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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) ]}	{[ 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 -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 742058-39-5 ]

Quality Control of [ 742058-39-5 ]

Related Doc. of [ 742058-39-5 ]

Product Details of [ 742058-39-5 ]

Safety of [ 742058-39-5 ]

Application In Synthesis of [ 742058-39-5 ]

[ 742058-39-5 ] Synthesis Path-Downstream 1~20

Related Functional Groups of [ 742058-39-5 ]

Aryls

Bromides

Ethers

Related Parent Nucleus of [ 742058-39-5 ]

Pyrimidines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 742058-39-5 ]

Related Parent Nucleus of
[ 742058-39-5 ]