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6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid
Cas No: 189005-44-5
No Data 10 Gram 100 Kilogram/Week HANGZHOU YUNUO CHEMICAL CO.,LTD Contact Supplier
6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid
Cas No: 189005-44-5
No Data No Data No Data Hunan chemfish Pharmaceutical co.,Ltd Contact Supplier
6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid Manufacturer/High quality/Best price/In stock
Cas No: 189005-44-5
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Factory Supply 2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid
Cas No: 189005-44-5
No Data 1 1 Ality Chemical Corporation Contact Supplier
Tianfu Chem 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid
Cas No: 189005-44-5
No Data 1 Kilogram 1 Metric Ton/Month Henan Tianfu Chemical Co., Ltd. Contact Supplier
Pharmaceutical Grade CAS 189005-44-5 with competitive price
Cas No: 189005-44-5
USD $ 139.0-210.0 / Kilogram 1 Kilogram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
BLOOM TECH Advanced API/Technology support 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid CAS 189005-44-5
Cas No: 189005-44-5
No Data 1 Gram 3 Metric Ton/Month Shaanxi BLOOM TECH Co.,Ltd Contact Supplier
189005-44-5 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid/ high quality /Best price/In stock
Cas No: 189005-44-5
No Data 10 Kilogram 100 Metric Ton/Month Wuhan Han Sheng New Material Technology Co.,Ltd Contact Supplier
6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]-pyridine-3-acetic acid 189005-44-5
Cas No: 189005-44-5
No Data 1 Kilogram 10000 Metric Ton/Month Shanghai Upbio Tech Co.,Ltd Contact Supplier
Zolpidic acid
Cas No: 189005-44-5
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier

189005-44-5 Usage

Chemical Properties

Off-White to Pale Beige Solid

Uses

Different sources of media describe the Uses of 189005-44-5 differently. You can refer to the following data:
1. An intermediate in the synthesis of Zolpidem
2. An intermediate in the synthesis of Zolpidem.

Check Digit Verification of cas no

The CAS Registry Mumber 189005-44-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,9,0,0 and 5 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 189005-44:
(8*1)+(7*8)+(6*9)+(5*0)+(4*0)+(3*5)+(2*4)+(1*4)=145
145 % 10 = 5
So 189005-44-5 is a valid CAS Registry Number.
InChI:InChI=1/C17H16N2O2/c1-11-3-6-13(7-4-11)17-14(9-16(20)21)19-10-12(2)5-8-15(19)18-17/h3-8,10H,9H2,1-2H3,(H,20,21)

189005-44-5SDS

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-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid

1.2 Other means of identification

Product number -
Other names 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetic acid

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:189005-44-5 SDS

189005-44-5Synthetic route

ethyl 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetate
193979-47-4

ethyl 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetate

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With water; potassium hydroxide In ethanol at 30℃;96%
With sodium hydroxide In water for 3h; Reflux;81.8%
With water; sodium hydroxide In ethanol at 90℃; Flow reactor;
N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 0℃; for 18h; Heating / reflux;94%
oxalyl dichloride
79-37-8

oxalyl dichloride

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
88965-00-8

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Stage #1: oxalyl dichloride; 6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine With potassium carbonate In tetrahydrofuran at 20 - 35℃;
Stage #2: With potassium hydroxide In tetrahydrofuran; water at 65 - 70℃;
Stage #3: With hydrazine hydrate In water at 110 - 115℃; Reagent/catalyst; Temperature; Solvent;
95.2%
(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

3-bromo-4-(4-methylphenyl)-4-oxobutanoic acid
53515-23-4

3-bromo-4-(4-methylphenyl)-4-oxobutanoic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With sodium carbonate In water at 60℃; for 6h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;82%
(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

3-chloro-4-(4-methylphenyl)-4-oxobutanoic acid
68261-97-2

3-chloro-4-(4-methylphenyl)-4-oxobutanoic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With sodium carbonate In water at 80℃; for 7h; Concentration; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;52%
6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
768398-03-4

6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; water91%
Stage #1: 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine With sulfuric acid; water at 110℃; for 4 - 5h;
Stage #2: With sodium hydroxide; water at 0℃; pH=9;
Stage #3: With water; acetic acid pH=5.5; Product distribution / selectivity;
72%
Stage #1: 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine With hydrogenchloride In water at 25 - 100℃; for 12h; Heating / reflux;
Stage #2: With potassium hydroxide In water at 25 - 105℃; for 2 - 3h;
Stage #3: With acetic acid In water at 30 - 40℃;
Stage #1: 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine With sodium hydroxide; water at 55 - 98℃; for 16.5h; Heating / reflux;
Stage #2: With acetic acid In water at 25℃; for 4h; pH=5.3;
With sulfuric acid at 110℃; Inert atmosphere;
(6-methyl-2-p-tolyl-2,3-dihydro-imidazo[1,2-a]pyridin-3-yl)-oxoacetic acid
927820-48-2

(6-methyl-2-p-tolyl-2,3-dihydro-imidazo[1,2-a]pyridin-3-yl)-oxoacetic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Stage #1: (6-methyl-2-p-tolyl-2,3-dihydro-imidazo[1,2-a]pyridin-3-yl)-oxoacetic acid With potassium hydroxide; hydrazine In diethylene glycol at 120 - 180℃; pH=4 - 5;
Stage #2: With acetic acid In water; diethylene glycol at 0 - 10℃; pH=6 - 6.5;
potassium 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate

potassium 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With acetic acid In water; acetone at 0 - 10℃; for 0.5h;67%
6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine
88965-00-8

6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 78 percent / acetic acid / H2O / 4 h / 50 - 55 °C
2.1: MeI / ethanol / 24 h / 20 °C
2.2: H2O; ethanol / 4 h / Heating
3.1: 87 percent / aq. KOH / ethanol / 8 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 79 percent / AcOH
4: 91 percent / H2O, HCl
View Scheme
Multi-step reaction with 2 steps
1: ferrocene; bis(1-methyl-1-phenylethyl)peroxide / 20 h / 20 - 100 °C / Inert atmosphere; Sealed tube
2: sulfuric acid / 110 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: tris(bipyridine)ruthenium(II) dichloride hexahydrate / methanol; water / 36 h / 20 °C / Irradiation; Inert atmosphere
2: potassium hydroxide / water; ethanol / 30 °C
View Scheme
Multi-step reaction with 2 steps
1: rhodium (II) octanoate dimer / chloroform / 4 h / 20 °C / Inert atmosphere
2: lithium hydroxide monohydrate / methanol; water / 1 h / 20 °C
View Scheme
2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide
365213-58-7

2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 8h; Heating;87%
(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 0.33 h / 30 °C
2: water; potassium hydroxide / ethanol / 30 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / ethanol / 6 h / 20 °C / Inert atmosphere
2: ferrocene; bis(1-methyl-1-phenylethyl)peroxide / 20 h / 20 - 100 °C / Inert atmosphere; Sealed tube
3: sulfuric acid / 110 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: diethyl ether / 1 h / 0 °C
2: copper(l) chloride / toluene / 1 h / Inert atmosphere; Reflux
3: pyrographite / ethanol / 20 °C
4: acetic acid / water; acetone / 0.5 h / 0 - 10 °C
View Scheme
C21H20N2O4

C21H20N2O4

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
With acetic acid for 4h; Reflux;560 mg
C15H17NO6
1381932-38-2

C15H17NO6

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 0.33 h / 30 °C
2: water; potassium hydroxide / ethanol / 30 °C
View Scheme
C13H15NO5

C13H15NO5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / dichloromethane / 0.5 h / 0 °C
2: methanol / 0.33 h / 30 °C
3: water; potassium hydroxide / ethanol / 30 °C
View Scheme
4-methyl-β-nitrostyrene
7559-36-6

4-methyl-β-nitrostyrene

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dmap / acetonitrile / 30 °C
2: pyridine / dichloromethane / 0.5 h / 0 °C
3: methanol / 0.33 h / 30 °C
4: water; potassium hydroxide / ethanol / 30 °C
View Scheme
4-(bromoacetyl)toluene
619-41-0

4-(bromoacetyl)toluene

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydrogencarbonate / ethanol / 6 h / 20 °C / Inert atmosphere
2: ferrocene; bis(1-methyl-1-phenylethyl)peroxide / 20 h / 20 - 100 °C / Inert atmosphere; Sealed tube
3: sulfuric acid / 110 °C / Inert atmosphere
View Scheme
dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine
106961-33-5

dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: MeI / ethanol / 24 h / 20 °C
1.2: H2O; ethanol / 4 h / Heating
2.1: 87 percent / aq. KOH / ethanol / 8 h / Heating
View Scheme
Multi-step reaction with 3 steps
3: 91 percent / H2O, HCl
View Scheme
para-methylacetophenone
122-00-9

para-methylacetophenone

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: polymer supported sulfonic acid resin / toluene / 120 °C / Flow reactor
2: tetrafluoroboric acid diethyl ether / acetonitrile / 120 °C / Flow reactor
3: sodium hydroxide; water / ethanol / 90 °C / Flow reactor
View Scheme
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrafluoroboric acid diethyl ether / acetonitrile / 120 °C / Flow reactor
2: sodium hydroxide; water / ethanol / 90 °C / Flow reactor
View Scheme
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether / 1 h / 0 °C
2: copper(l) chloride / toluene / 1 h / Inert atmosphere; Reflux
3: pyrographite / ethanol / 20 °C
4: acetic acid / water; acetone / 0.5 h / 0 - 10 °C
View Scheme
5-methyl-N-(4-methylbenzylidene)pyridin-2-amine

5-methyl-N-(4-methylbenzylidene)pyridin-2-amine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: copper(l) chloride / toluene / 1 h / Inert atmosphere; Reflux
2: pyrographite / ethanol / 20 °C
3: acetic acid / water; acetone / 0.5 h / 0 - 10 °C
View Scheme
toluene
108-88-3

toluene

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aluminum (III) chloride / 1,2-dichloro-ethane / 4 h / 0 - 20 °C
2: hydrogen iodide; toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene; ethanol / 3 h / 110 - 120 °C
3: sodium carbonate / water / 20 °C
4: sodium hydroxide / water / 3 h / Reflux
View Scheme
4-(p-methylphenyl)-4-oxo-2-butenoic acid
20972-36-5, 35513-41-8, 24849-45-4

4-(p-methylphenyl)-4-oxo-2-butenoic acid

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen iodide; toluene-4-sulfonic acid / 5,5-dimethyl-1,3-cyclohexadiene; ethanol / 3 h / 110 - 120 °C
2: sodium carbonate / water / 20 °C
3: sodium hydroxide / water / 3 h / Reflux
View Scheme
(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

2,2-dihydroxy-1-(p-tolyl)ethanone
16208-14-3

2,2-dihydroxy-1-(p-tolyl)ethanone

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetonitrile / 4 h / Reflux
2: acetic acid / 4 h / Reflux
View Scheme
Trimethyl-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-ammonium; iodide
106961-34-6

Trimethyl-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-ammonium; iodide

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 91 percent / H2O, HCl
View Scheme
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetyl chloride hydrochloride
851972-87-7

(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetyl chloride hydrochloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0℃; for 3h;100%
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl acetamide at 90 - 100℃; for 3h; Solvent; Reagent/catalyst; Temperature;95.6%
methanol
67-56-1

methanol

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate
258273-50-6

methyl 2-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)acetate

Conditions
ConditionsYield
Stage #1: methanol; 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid; sulfuric acid at 5 - 20℃; for 4h; Heating / reflux;
Stage #2: With sodium carbonate In water pH=8; Product distribution / selectivity;
93.3%
toluene-4-sulfonic acid for 6h; Product distribution / selectivity; Heating / reflux;75.6%
Stage #1: methanol; 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid; hydrogenchloride for 8h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate In water pH=7; Product distribution / selectivity;
71.5%
hydrogenchloride In water for 5h; Product distribution / selectivity; Heating / reflux;
Stage #1: methanol; 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid; sulfuric acid In toluene for 4h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate In water pH=7; Product distribution / selectivity;
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanol
851972-89-9

2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanol

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0 - 20℃; for 2h;93%
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

dimethyl amine
124-40-3

dimethyl amine

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

Conditions
ConditionsYield
Stage #1: 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid With pivaloyl chloride; triethylamine In dichloromethane at 0 - 5℃; for 0.5h;
Stage #2: dimethyl amine In dichloromethane; water at 0 - 5℃; for 0.5h;
84.3%
Stage #1: 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid With phosphorus pentachloride In dichloromethane at 20 - 35℃; for 24h;
Stage #2: dimethyl amine In dichloromethane at 20℃; for 24h;
56%
In tetrahydrofuran at 20℃; for 1h;
benzyl bromide
100-39-0

benzyl bromide

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

benzyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate

benzyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate

Conditions
ConditionsYield
With sodium hydroxide In water for 1.5h; Heating / reflux;71%
oxalyl dichloride
79-37-8

oxalyl dichloride

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

pyrographite
7440-44-0

pyrographite

tartaric acid
87-69-4

tartaric acid

zolpidem tartrate

zolpidem tartrate

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane; water70.1%
With triethylamine In methanol; dichloromethane; water70.1%
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

pyrographite
7440-44-0

pyrographite

tartaric acid
87-69-4

tartaric acid

zolpidem tartrate

zolpidem tartrate

Conditions
ConditionsYield
With thionyl chloride; triethylamine In methanol; dichloromethane; water65.2%
With thionyl chloride; triethylamine In methanol; dichloromethane; water65.2%
N-methyl-N-allylamine
627-37-2

N-methyl-N-allylamine

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N-allyl-N-methyl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetamide
851973-02-9

N-allyl-N-methyl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetamide

Conditions
ConditionsYield
With bis(2-oxo-1,3-oxazolidin-3-yl)phosphinous chloride; triethylamine In dichloromethane at 20℃;60%
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

1-Imidazol-1-yl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanone

1-Imidazol-1-yl-2-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-ethanone

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

(6-Methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-yl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 14h; Ambient temperature;
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N-didemethylzolpidem-N-{2-[3-(p-hydroxyphenyl)]methyl propionate}
189005-45-6

N,N-didemethylzolpidem-N-{2-[3-(p-hydroxyphenyl)]methyl propionate}

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DCC / dimethylformamide / 14 h / Ambient temperature
2: dimethylformamide / 0.25 h / Ambient temperature
View Scheme
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N-didemethylzolpidem-N-{2-[3-(4-hydroxy-3-iodophenyl)]methyl propionate}

N,N-didemethylzolpidem-N-{2-[3-(4-hydroxy-3-iodophenyl)]methyl propionate}

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DCC / dimethylformamide / 14 h / Ambient temperature
2: dimethylformamide / 0.25 h / Ambient temperature
3: NaI, chloramine T / methanol; H2O / 0.17 h / 0 °C
View Scheme
6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide
82626-48-0

N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide

pivaloyl chloride
3282-30-2

pivaloyl chloride

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid
189005-44-5

6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid

C22H24N2O3

C22H24N2O3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 15℃;
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