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13036-50-5

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13036-50-5 Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 4137, 1988 DOI: 10.1021/jo00252a057

Check Digit Verification of cas no

The CAS Registry Mumber 13036-50-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,0,3 and 6 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 13036-50:
(7*1)+(6*3)+(5*0)+(4*3)+(3*6)+(2*5)+(1*0)=65
65 % 10 = 5
So 13036-50-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H7ClN2/c11-10-12-7-6-9(13-10)8-4-2-1-3-5-8/h1-7H

13036-50-5Synthetic route

2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

phenylboronic acid
98-80-6

phenylboronic acid

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium carbonate In ethanol; water at 70℃; for 10h; Catalytic behavior; Suzuki-Miyaura Coupling;87%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 4h; Inert atmosphere; Reflux;86%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene for 4h; Inert atmosphere; Reflux;86%
bromobenzene
108-86-1

bromobenzene

sodium 2-chloropyrimidine-4-sulfinate

sodium 2-chloropyrimidine-4-sulfinate

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With di-tert-butyl(methyl)phosphonium tetrafluoroborate salt; palladium diacetate; potassium carbonate In 1,4-dioxane at 100℃; for 18h; Inert atmosphere;84%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

phenylboronic acid
98-80-6

phenylboronic acid

A

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

B

2,4-diphenylpyrimidine
25095-48-1

2,4-diphenylpyrimidine

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; benzene for 4h; Phenylation; Heating;A 80%
B 10%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

phenylzinc(II) bromide
38111-44-3

phenylzinc(II) bromide

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃;64%
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃;
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 50℃;
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

tributylphenylstannane
960-16-7

tributylphenylstannane

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; for 10h;60%
N-(1-phenylethylidene)cyanamide
34441-01-5

N-(1-phenylethylidene)cyanamide

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 20℃; for 0.166667h; Vilsmeier Reaction;
Stage #2: N-(1-phenylethylidene)cyanamide at 20 - 130℃; for 1.5h;
60%
2-chloropyrimidine
1722-12-9

2-chloropyrimidine

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 8h;49%
2-chloropyrimidine
1722-12-9

2-chloropyrimidine

phenylboronic acid
98-80-6

phenylboronic acid

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With manganese(III) triacetate dihydrate In ethanol at 170℃; for 0.166667h; Microwave irradiation; regioselective reaction;48%
2-Amino-4-phenylpyrimidine 1-Oxide
80830-43-9

2-Amino-4-phenylpyrimidine 1-Oxide

A

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

B

2-chloro-4-phenylpyrimidine 1-oxide
85658-58-8

2-chloro-4-phenylpyrimidine 1-oxide

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 0℃; for 2h;A 12%
B 46%
With hydrogenchloride; lithium chloride; sodium nitrite In acetic acidA 12%
B 46%
4-phenylpyrimidin-2-amine
2305-87-5

4-phenylpyrimidin-2-amine

A

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

B

2-hydroxy-4-phenylpyrimidine
38675-31-9

2-hydroxy-4-phenylpyrimidine

Conditions
ConditionsYield
With hydrogenchloride; lithium chloride; sodium nitrite In acetic acidA 35%
B 20%
4-phenyl-1H-pyrimidin-2-one
38675-31-9

4-phenyl-1H-pyrimidin-2-one

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With trichlorophosphate
2,4-dichloro-6-phenyl-pyrimidine
26032-72-4

2,4-dichloro-6-phenyl-pyrimidine

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With ammonia; zinc
4-phenylpyrimidin-2-amine
2305-87-5

4-phenylpyrimidin-2-amine

A

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

B

2-hydroxy-4-phenylpyrimidine
38675-31-9

2-hydroxy-4-phenylpyrimidine

C

5-bromo-2-amino-4-phenylpyrimidine
85658-55-5

5-bromo-2-amino-4-phenylpyrimidine

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 0 - 5℃; Product distribution; Mechanism; other acids; other temepratures;
2-Amino-4-phenylpyrimidine 1-Oxide
80830-43-9

2-Amino-4-phenylpyrimidine 1-Oxide

A

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

B

2-chloro-4-phenylpyrimidine 1-oxide
85658-58-8

2-chloro-4-phenylpyrimidine 1-oxide

C

5-chloro-2-amino-4-phenylpyrimidine 1-oxide
85658-57-7

5-chloro-2-amino-4-phenylpyrimidine 1-oxide

D

5-bromo-2-amino-4-phenylpyrimidine 1-oxide
85658-56-6

5-bromo-2-amino-4-phenylpyrimidine 1-oxide

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite In water at 0 - 5℃; Product distribution; Mechanism; other acids; other temepratures;
2-Chloro-6-phenyl-1,6-dihydro-pyrimidine

2-Chloro-6-phenyl-1,6-dihydro-pyrimidine

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; diethyl ether for 0.0833333h; Ambient temperature; Yield given;
phenyllithium
591-51-5

phenyllithium

2-<5-chloro-1(3)H-benzimidazol-2-yl>-3-hydroxy-inden-1-one

2-<5-chloro-1(3)H-benzimidazol-2-yl>-3-hydroxy-inden-1-one

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 1 h / 1.) -30 deg C, 30 min, 2.) 0 deg C, 30 min
2: 2,3-dichloro-5,6-dicyanobenzoquinone / diethyl ether; tetrahydrofuran / 0.08 h / Ambient temperature
View Scheme
4-phenylpyrimidin-2-amine
2305-87-5

4-phenylpyrimidin-2-amine

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous H2SO4; aqueous NaNO2
2: POCl3
View Scheme
6-phenyluracil
13345-09-0

6-phenyluracil

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3
2: zinc-powder; aq.-ethanolic NH3
View Scheme
2-methylthio-6-phenyl-3,4-dihydropyrimidin-4-one
56035-29-1

2-methylthio-6-phenyl-3,4-dihydropyrimidin-4-one

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous H2SO4 / 140 - 150 °C
2: POCl3
3: zinc-powder; aq.-ethanolic NH3
View Scheme
3-Oxo-3-phenylpropanal
15397-33-8

3-Oxo-3-phenylpropanal

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine
2: aqueous H2SO4; aqueous NaNO2
3: POCl3
View Scheme
2-chloropyrimidine
1722-12-9

2-chloropyrimidine

phenyllithium
591-51-5

phenyllithium

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
With bunazosin In tetrahydrofuran at -78 - 0℃; for 3h;
acetophenone oxime
613-91-2

acetophenone oxime

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 0 °C
2.1: fac-tris(2-(4'-tert-butyl)phenylpyridine)iridium(III); tetrakis(acetonitrile)copper(I)tetrafluoroborate; 1,10-Phenanthroline / chlorobenzene / 24 h / 25 °C / Inert atmosphere; Sealed tube; Irradiation
3.1: trichlorophosphate / 0.17 h / 20 °C
3.2: 1.5 h / 20 - 130 °C
View Scheme
1-phenylethan-1-one O-(4-(trifluoromethyl)benzoyl) oxime

1-phenylethan-1-one O-(4-(trifluoromethyl)benzoyl) oxime

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: fac-tris(2-(4'-tert-butyl)phenylpyridine)iridium(III); tetrakis(acetonitrile)copper(I)tetrafluoroborate; 1,10-Phenanthroline / chlorobenzene / 24 h / 25 °C / Inert atmosphere; Sealed tube; Irradiation
2.1: trichlorophosphate / 0.17 h / 20 °C
2.2: 1.5 h / 20 - 130 °C
View Scheme
acetophenone
98-86-2

acetophenone

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydroxylamine hydrochloride; sodium acetate / methanol / 75 °C
2.1: triethylamine / dichloromethane / 0 °C
3.1: fac-tris(2-(4'-tert-butyl)phenylpyridine)iridium(III); tetrakis(acetonitrile)copper(I)tetrafluoroborate; 1,10-Phenanthroline / chlorobenzene / 24 h / 25 °C / Inert atmosphere; Sealed tube; Irradiation
4.1: trichlorophosphate / 0.17 h / 20 °C
4.2: 1.5 h / 20 - 130 °C
View Scheme
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

4-phenyl-1H-pyrimidin-2-one
38675-31-9

4-phenyl-1H-pyrimidin-2-one

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 1h;100%
With hydrogenchloride In water Reflux;55%
With hydrogenchloride In water for 1h; Reflux;
With hydrogenchloride In water for 1h; Reflux;
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

(±)-trans-methyl 2-(((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-methylpyridin-3-yl)oxy)methyl)cyclobutanecarboxylate

(±)-trans-methyl 2-(((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-methylpyridin-3-yl)oxy)methyl)cyclobutanecarboxylate

(±)-(1R,2R)-2-(((2-methyl-6-(1-methyl-5-(((4-phenylpyrimidin-2-yl)amino)methyl)-1H-1,2,3-triazol-4-yl)pyridin-3-yl)oxy)methyl)cyclobutanecarboxylic acid

(±)-(1R,2R)-2-(((2-methyl-6-(1-methyl-5-(((4-phenylpyrimidin-2-yl)amino)methyl)-1H-1,2,3-triazol-4-yl)pyridin-3-yl)oxy)methyl)cyclobutanecarboxylic acid

Conditions
ConditionsYield
Stage #1: 2-chloro-4-phenylpyrimidine; (±)-trans-methyl 2-(((6-(5-(aminomethyl)-1-methyl-1H-1,2,3-triazol-4-yl)-2-methylpyridin-3-yl)oxy)methyl)cyclobutanecarboxylate With N-ethyl-N,N-diisopropylamine In butan-1-ol at 180℃; for 1.33333h;
Stage #2: With lithium hydroxide monohydrate; water In tetrahydrofuran; methanol at 20℃;
97%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-fluoro-4-phenylpyrimidine
38953-34-3

2-fluoro-4-phenylpyrimidine

Conditions
ConditionsYield
With 18-crown-6 ether; tetramethlyammonium chloride; cesium fluoride In acetonitrile at 60℃; for 16h; Glovebox;97%
With tetramethylammonium fluoride In dimethyl sulfoxide at 80℃; for 24h; Inert atmosphere; Sealed tube;90%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-(4-methylpiperazin-1-yl)-4-phenylpyrimidine

2-(4-methylpiperazin-1-yl)-4-phenylpyrimidine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 1.5h; Inert atmosphere;95%
In N,N-dimethyl-formamide at 90℃; for 1.5h; Inert atmosphere;95%
In ethanol for 0.5h; Heating;
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-Cyclopropyl-4,5-dihydro-1H-imidazol
109152-85-4

2-Cyclopropyl-4,5-dihydro-1H-imidazol

C16H16N4
1375748-11-0

C16H16N4

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; Buchwald-Hartwig arylation; Inert atmosphere;92%
4,4,5,5,-tetramethyl-2-[4-(phenylmethoxy)phenyl]-1,3,2-dioxaborolane

4,4,5,5,-tetramethyl-2-[4-(phenylmethoxy)phenyl]-1,3,2-dioxaborolane

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-(4-(benzyloxy)phenyl)-4-phenylpyrimidine
1351933-85-1

2-(4-(benzyloxy)phenyl)-4-phenylpyrimidine

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; lithium hydroxide In 1,4-dioxane; water at 80℃; for 0.5h; Suzuki-Miyaura cross-coupling; Inert atmosphere;89%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

5-(1H-imidazol-1-yl)-2-methylaniline

5-(1H-imidazol-1-yl)-2-methylaniline

N-(5-(1H-imidazol-1-yl)-2-methylphenyl)-4-phenylpyrimidin-2-amine

N-(5-(1H-imidazol-1-yl)-2-methylphenyl)-4-phenylpyrimidin-2-amine

Conditions
ConditionsYield
With potassium hexamethylsilazane In tetrahydrofuran at 100℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;89%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-hydroxy-4-phenylpyrimidine
38675-31-9

2-hydroxy-4-phenylpyrimidine

Conditions
ConditionsYield
With acetylhydroxamic acid; potassium carbonate In dimethyl sulfoxide at 80℃; for 12h; Sealed tube;87%
With hydrogenchloride; water at 100℃; for 1h;
With hydrogenchloride; water at 100℃; for 1h;
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

4-nitrophenylboronic acid
24067-17-2

4-nitrophenylboronic acid

2-(4-nitrophenyl)-4-phenylpyrimidine
1351665-18-3

2-(4-nitrophenyl)-4-phenylpyrimidine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 90℃;84%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

4-phenyl-2-vinylpyrimidine

4-phenyl-2-vinylpyrimidine

Conditions
ConditionsYield
With palladium diacetate; triphenylphosphine In tetrahydrofuran for 18h; Reflux;83%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

sodium methylate
124-41-4

sodium methylate

2-methoxy-4-phenylpyrimidine
78009-15-1

2-methoxy-4-phenylpyrimidine

Conditions
ConditionsYield
for 4h; Heating;80%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-amino-N-(4-methoxybenzyl)-N-methylacetamide hydrochloride

2-amino-N-(4-methoxybenzyl)-N-methylacetamide hydrochloride

N-(4-methoxybenzyl)-N-methyl-2-((4-phenylpyrimidin-2-yl)amino)acetamide

N-(4-methoxybenzyl)-N-methyl-2-((4-phenylpyrimidin-2-yl)amino)acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 95℃; for 16h; Inert atmosphere;80%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

3-amino-1-ethylazepan-2-one hydrochloride

3-amino-1-ethylazepan-2-one hydrochloride

1-ethyl-3-((4-phenylpyrimidin-2-yl)amino)azepan-2-one

1-ethyl-3-((4-phenylpyrimidin-2-yl)amino)azepan-2-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 95℃; for 16h; Inert atmosphere;79%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

4-aminophenylacetic acid
1197-55-3

4-aminophenylacetic acid

2-(4-(4-phenylpyrimidin-2-ylamino)phenyl)acetic acid
1129540-67-5

2-(4-(4-phenylpyrimidin-2-ylamino)phenyl)acetic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; water at 160℃; for 10h; Microwave irradiation; in a seal tube;77%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-amino-1-(morpholin-4-yl)ethanone hydrochloride
24152-96-3

2-amino-1-(morpholin-4-yl)ethanone hydrochloride

1-morpholino-2-((4-phenylpyrimidin-2-yl)amino)ethanone

1-morpholino-2-((4-phenylpyrimidin-2-yl)amino)ethanone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 100℃; for 12h; Inert atmosphere; Sealed tube;74.5%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

1-butyn-4-ol
927-74-2

1-butyn-4-ol

2-but-3-ynyloxy-4-phenylpyrimidine
1356542-31-8

2-but-3-ynyloxy-4-phenylpyrimidine

Conditions
ConditionsYield
Stage #1: 3-Butyn-1-ol With sodium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: 2-chloro-4-phenylpyrimidine In tetrahydrofuran at 20℃;
71%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

m-aminobenzenesulfonamide
98-18-0

m-aminobenzenesulfonamide

3-[(4-phenylpyrimidin-2-yl)amino]benzene-1-sulfonamide

3-[(4-phenylpyrimidin-2-yl)amino]benzene-1-sulfonamide

Conditions
ConditionsYield
With acetic acid In butan-1-ol at 110℃; for 21h;70%
With trifluoroacetic acid In isopropyl alcohol for 18h; Sealed tube; Heating;39%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-amino-N,N-dimethylpropanamide hydrochloride
1219200-57-3

2-amino-N,N-dimethylpropanamide hydrochloride

N,N-dimethyl-2-((4-phenylpyrimidin-2-yl)amino)propanamide

N,N-dimethyl-2-((4-phenylpyrimidin-2-yl)amino)propanamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 100℃; for 16h; Inert atmosphere;69%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

(2-phenylvinyl)tributylstannane
66680-87-3, 66680-88-4, 79159-76-5

(2-phenylvinyl)tributylstannane

4-phenyl-2-(β-styryl)pyrimidine

4-phenyl-2-(β-styryl)pyrimidine

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 100℃; for 10h;68%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-amino-1-(4-benzylpiperazin-1-yl)ethanone dihydrochloride

2-amino-1-(4-benzylpiperazin-1-yl)ethanone dihydrochloride

1-(4-benzylpiperazin-1-yl)-2-((4-phenylpyrimidin-2-yl)amino)ethanone

1-(4-benzylpiperazin-1-yl)-2-((4-phenylpyrimidin-2-yl)amino)ethanone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 110℃; for 16h; Inert atmosphere;68%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

C30H19N3

C30H19N3

C40H25N5

C40H25N5

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene for 12h; Inert atmosphere; Heating;65%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

2-amino-N,N-dimethyl-acetamide hydrochloride
72287-77-5

2-amino-N,N-dimethyl-acetamide hydrochloride

N,N-dimethyl-2-((4-phenylpyrimidin-2-yl)amino)acetamide

N,N-dimethyl-2-((4-phenylpyrimidin-2-yl)amino)acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 100℃; for 16h; Inert atmosphere;63%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

4-(2-(2-pyridinyl)ethenyl)phenol
1209-03-6

4-(2-(2-pyridinyl)ethenyl)phenol

4-phenyl-2-(4-(2-(2-pyridinyl)ethenyl)phenoxy)pyrimidine

4-phenyl-2-(4-(2-(2-pyridinyl)ethenyl)phenoxy)pyrimidine

Conditions
ConditionsYield
With copper; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 6h; Inert atmosphere;63%
2-Amino-4-methylpyridine
695-34-1

2-Amino-4-methylpyridine

2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

N-(4-methylpyridin-2-yl)-4-phenylpyrimidin-2-amine
1236002-80-4

N-(4-methylpyridin-2-yl)-4-phenylpyrimidin-2-amine

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 160℃; for 6h; Buchwald-Hartwig reaction; Inert atmosphere;62%
2-chloro-4-phenylpyrimidine
13036-50-5

2-chloro-4-phenylpyrimidine

N-(4-aminophenyl)-4-methoxybenzenesulfonamide
91807-29-3

N-(4-aminophenyl)-4-methoxybenzenesulfonamide

4-methoxy-N-(4-((4-phenylpyrimidin-2-yl)amino)phenyl)benzenesulfonamide

4-methoxy-N-(4-((4-phenylpyrimidin-2-yl)amino)phenyl)benzenesulfonamide

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 80℃;62%

13036-50-5Relevant articles and documents

P-phenylenediamine LSD1 inhibitor and preparation method thereof

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Paragraph 0139-0141, (2021/09/08)

Disclosed are a p-phenylenediamine derivative as represented by general formula I, a pharmaceutically acceptable salt, and a stereoisomer thereof. The p-phenylenediamine derivative as represented by general formula I, the pharmaceutically acceptable salt thereof and the stereoisomer thereof can be used alone or in combination as lysine-specific demethylase-1 (LSD1) inhibitors.

Redox deracemization of phosphonate-substituted dihydropyrimidines

Feng, Guang-Shou,Guo, Xuan,Meng, Fan-Jie,Shao, Bing-Ru,Shi, Lei,Velopolcek, Maria K.

supporting information, p. 10570 - 10574 (2021/12/27)

An efficient redox deracemization of the phosphonic ester substituted 3,4-dihydropyrimidin-2-one (DHPM) derivatives is described. The one-pot deracemization strategy consisted of the oxidization to destroy the stereocenter center and the following asymmetric transfer hydrogenation to regenerate the chiral carbon center with the vicinal phosphonic ester group, providing a series of optically active phosphonate substituted DHPMs with up to 96% ee.

A sustainable heterogenized palladium catalyst for Suzuki-Miyaura cross coupling reaction of azaheteroaryl halides in aqueous media

Ganesamoorthy,Muthu Tamizh,Shanmugasundaram,Karvembu

, p. 76 - 85 (2018/03/23)

A unique recyclable Pd catalyst (‘SiO2’-NH2-Pd) for Suzuki-Miyaura coupling reaction of azaheteroaryl halides is developed. The catalytic system is working under mild aqueous condition with low Pd loading and without the use of phosphine ligand. The plausible mechanism is proposed based on the formation of undesired symmetrical biaryl from the coupling reaction of azaheteroaryl chlorides due to the oxidative homocoupling of nucleophilic arylboronic acid. This catalytic system represents an attractive and promising approach for the synthesis of azaheterobiaryls with high product yields. The catalyst has demonstrated an excellent recyclability.

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