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13603-44-6

13603-44-6

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13603-44-6 Usage

Chemical Properties

Yellow to Brown Cryst

Uses

2,6-Dimethyl-4-hydroxypyridine is a useful synthetic intermediate. It is used in the synthesis of disubstituted pyridinyl-aminohydantoins as selective human BACE1 inhibitors.

Check Digit Verification of cas no

The CAS Registry Mumber 13603-44-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,6,0 and 3 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 13603-44:
(7*1)+(6*3)+(5*6)+(4*0)+(3*3)+(2*4)+(1*4)=76
76 % 10 = 6
So 13603-44-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H9NO/c1-5-3-7(9)4-6(2)8-5/h3-4H,1-2H3,(H,8,9)

13603-44-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Dimethyl-4-hydroxypyridine

1.2 Other means of identification

Product number -
Other names 4-Hydroxy-2,6-Dimethylpyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13603-44-6 SDS

13603-44-6Synthetic route

Dehydracetic acid
520-45-6

Dehydracetic acid

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With ammonia In water at 120℃; for 0.333333h; Microwave irradiation;100%
With ammonia In water at 120℃; for 0.333333h; Microwave irradiation;100%
With ammonia In water at 120℃; for 0.333333h; microwave irradiation;100%
4-bromo-2,6-dimethylpyridine
5093-70-9

4-bromo-2,6-dimethylpyridine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With syn-benzaldehyde oxime; N1,N2-bis(thiophen-2-ylmethyl)oxalamide; caesium carbonate; copper(l) chloride In dimethyl sulfoxide at 80℃; for 20h; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere;50%
2,6-dimethylpyrone
1004-36-0

2,6-dimethylpyrone

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With ammonium hydroxide at 100℃;
With ammonia at 25℃;
With ammonium hydroxide
4-chloro-2,6-lutidine
3512-75-2

4-chloro-2,6-lutidine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With sodium acetate; acetic acid at 200℃; Erhitzen des Reaktionsprodukts mit wss.Salzsaeure;
4-amino-2,6-lutidine
3512-80-9

4-amino-2,6-lutidine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With sulfuric acid; water; sodium nitrite
ethyl 4-chloro-2,6-dimethylnicotinate
70271-80-6

ethyl 4-chloro-2,6-dimethylnicotinate

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With hydrogenchloride at 150℃;
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

trifluoromethanesulfonic acid 2,6-dimethylpyridin-4-yl ester
129558-60-7

trifluoromethanesulfonic acid 2,6-dimethylpyridin-4-yl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2.08333h;100%
Stage #1: 2,6-dimethylpyridin-4-ol With triethylamine In dichloromethane at 0℃; for 0.166667h;
Stage #2: trifluoromethylsulfonic anhydride; dmap In dichloromethane at 20℃; for 6h;		79%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

Conditions
ConditionsYield
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Temperature; Reagent/catalyst;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Reagent/catalyst; Temperature;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Concentration; Reagent/catalyst; Temperature;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Concentration; Reagent/catalyst; Temperature;96%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

3,5-dibromo-2,6-dimethylpyridin-4-ol hydrobromide

Conditions
ConditionsYield
With bromine; tert-butylamine In methanol; dichloromethane at 20℃; for 2.66667h;96%
With diisobutylamine; bromine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Reagent/catalyst;96%
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h;96%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3,5-dibromo-2,6-dimethylpyridin-4-ol
4563-28-4

3,5-dibromo-2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With bromine; tert-butylamine In methanol; dichloromethane at 5 - 20℃; for 2.66667h; Temperature;96%
With 4-methyl-morpholine; bromine In methanol; dichloromethane at 20℃; for 2h;88%
With 4-methyl-morpholine; bromine In methanol; dichloromethane at 20℃; for 2h; Reagent/catalyst; Temperature; Cooling with ice;88%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3-(perfluorooctyl)propyl iodide
200112-75-0

3-(perfluorooctyl)propyl iodide

C18H14F17NO

C18H14F17NO

Conditions
ConditionsYield
Stage #1: 2,6-dimethylpyridin-4-ol With 18-crown-6 ether; potassium carbonate In acetone at 20℃; for 0.666667h; Inert atmosphere;
Stage #2: 3-(perfluorooctyl)propyl iodide In acetone at 20℃; for 10.08h; Inert atmosphere; Reflux;		95%
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

6-chloro-N-(2,6-dimethylpyridin-4-yl)pyrimidin-4-amine
1231749-84-0

6-chloro-N-(2,6-dimethylpyridin-4-yl)pyrimidin-4-amine

Conditions
ConditionsYield
Stage #1: 2,6-dimethylpyridin-4-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.25h;
Stage #2: 4,6-dichloropyrimidine In N,N-dimethyl-formamide; mineral oil at 20℃;		46%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

cinnamyl methyl carbonate
85217-69-2, 87802-71-9

cinnamyl methyl carbonate

A

C14H13NS

C14H13NS

B

C16H17NO

C16H17NO

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine In tetrahydrofuran at 50℃; for 8h; Inert atmosphere; stereoselective reaction;A 44%
B 46%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

(S)-tritylglycidol
129940-50-7

(S)-tritylglycidol

(S)-1-((2,6-dimethylpyridin-4-yl)oxy)-3-(trityloxy)propan-2-ol

(S)-1-((2,6-dimethylpyridin-4-yl)oxy)-3-(trityloxy)propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In ethanol Reflux;45%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

methyl 2-(2,6-dimethylpyridin-4-yloxy)acetate
1572184-94-1

methyl 2-(2,6-dimethylpyridin-4-yloxy)acetate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃; for 1h;42%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

3-iodo-2,6-dimethylpyridin-4-ol

3-iodo-2,6-dimethylpyridin-4-ol

Conditions
ConditionsYield
With iodine; sodium carbonate In water at 20℃;40%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

benzaldehyde
100-52-7

benzaldehyde

2,6-distyrylpyridin-4-ol
856969-42-1

2,6-distyrylpyridin-4-ol

Conditions
ConditionsYield
With acetic anhydride for 288h; Inert atmosphere; Reflux;38%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

C16H29ClN2O5

C16H29ClN2O5

C23H37N3O6

C23H37N3O6

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 25℃; for 1h;24.24%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

1-benzyl 4-(tert-butyl) (2S,5S)-2-(bromomethyl)-5-methylpiperazine-1,4-dicarboxylate

1-benzyl 4-(tert-butyl) (2S,5S)-2-(bromomethyl)-5-methylpiperazine-1,4-dicarboxylate

1-benzyl 4-(tert-butyl) (2S,5S)-2-(((2,6-dimethylpyridin-4-yl)oxy)methyl)-5-methylpiperazine-1,4-dicarboxylate

1-benzyl 4-(tert-butyl) (2S,5S)-2-(((2,6-dimethylpyridin-4-yl)oxy)methyl)-5-methylpiperazine-1,4-dicarboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h;12%
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

phenyl isocyanate
103-71-9

phenyl isocyanate

benzene
71-43-2

benzene

(2,6-dimethyl-pyridin-4-yl)-phenyl-amine
86775-90-8

(2,6-dimethyl-pyridin-4-yl)-phenyl-amine

Conditions
ConditionsYield
at 100 - 150℃;
2,6-dimethylpyridin-4-ol
13603-44-6

2,6-dimethylpyridin-4-ol

2,6-dimethyl-4-mercaptopyridine
90000-67-2

2,6-dimethyl-4-mercaptopyridine

Conditions
ConditionsYield
With pyridine; phosphorous (V) sulfide

13603-44-6Relevant articles and documents

Synthesis of methylpyridine derivatives. 23. Chlorination of 2,6-lutidine derivatives

Kato,Hayashi,Anzai

, p. 387 - 389 (1967)

-

SMALL ORGANIC MOLECULE REGULATORS OF CELL PROLIFERATION

-

Page/Page column 252-253, (2008/12/05)

The present invention makes available methods and reagents for modulating proliferation or differentiation in a cell or tissue comprising contacting the cell with a compound. In certain embodiments, the methods and reagents may be employed to correct or inhibit an aberrant or unwanted growth state, e.g., by antagonizing a normal patched pathway or agonizing smoothened or hedgehog activity.

SMALL ORGANIC MOLECULE REGULATORS OF CELL PROLIFERATION

-

Page/Page column 252-253, (2008/12/05)

The present invention makes available methods and reagents for modulating proliferation or differentiation in a cell or tissue comprising contacting the cell with a compound. In certain embodiments, the methods and reagents may be employed to correct or inhibit an aberrant or unwanted growth state, e.g., by antagonizing a normal patched pathway or agonizing smoothened orhedgehog activity.

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