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117976-89-3

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117976-89-3 Usage

Uses

Rabeprazole is used to treat hyperacidity. It is a proton pump inhibitor that helps heal gastrointestinal ulcers, treats gastroesophageal reflux disease, and also treats hypersecretory disorders.

Brand name

Aciphex (Eisai Medical Research) .

Dosage

Rabeprazole is usually taken once a day. Follow all directions on the prescription label and read all dosing instructions or instruction sheets. Use the medication exactly as directed.Rabeprazole is only suitable for short-term use, usually 4 to 8 weeks. If you need additional treatment time, your doctor may recommend a second course of treatment.

Check Digit Verification of cas no

The CAS Registry Mumber 117976-89-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,7,9,7 and 6 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 117976-89:
(8*1)+(7*1)+(6*7)+(5*9)+(4*7)+(3*6)+(2*8)+(1*9)=173
173 % 10 = 3
So 117976-89-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H16ClNO2/c1-9-10(8-12)13-5-4-11(9)15-7-3-6-14-2/h4-5H,3,6-8H2,1-2H3

117976-89-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name rabeprazole

1.2 Other means of identification

Product number -
Other names pariprazole

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:117976-89-3 SDS

117976-89-3Synthetic route

2,3-dimethyl-4-(3-methoxy-propoxy)pyridine
1080503-70-3

2,3-dimethyl-4-(3-methoxy-propoxy)pyridine

(-)-menthyl 2-benzimidazolylsulphinate
1080503-68-9

(-)-menthyl 2-benzimidazolylsulphinate

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Stage #1: 2,3-dimethyl-4-(3-methoxy-propoxy)pyridine With n-butyllithium In tetrahydrofuran at -90 - -80℃;
Stage #2: (-)-menthyl 2-benzimidazolylsulphinate In tetrahydrofuran at -80 - -20℃;
90%
rabeprazole sulfide
117977-21-6

rabeprazole sulfide

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide; sodium tungstate In methanol; water at 20℃; for 0.666667h; Product distribution / selectivity;88%
With dihydrogen peroxide; sodium carbonate; sodium tungstate In methanol; water at 20℃; for 0.666667h; Product distribution / selectivity;86.8%
With sodium hypochlorite; sodium hydroxide In water; acetonitrile Flow reactor;85.1%
rabeprazole sulfide
117977-21-6

rabeprazole sulfide

A

rabeprazole
117976-89-3

rabeprazole

B

LY 307640 sulfone
117976-47-3

LY 307640 sulfone

Conditions
ConditionsYield
With sodium hydroxide; N-chloro-succinimide; water In acetonitrile at 0 - 5℃; for 2h; Product distribution / selectivity;A 75%
B 0.1%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 1h; Product distribution / selectivity;A 57%
B 0.5%
With sodium hypochlorite; water In dichloromethane at 0 - 5℃; for 3 - 6h; Product distribution / selectivity;A 52%
B 0.5%
2-[4-(3-methoxypropoxy)-3-methyl-1-oxypyridin-2-yl-methylsulfinyl]-1H-benzimidazole sodium salt

2-[4-(3-methoxypropoxy)-3-methyl-1-oxypyridin-2-yl-methylsulfinyl]-1H-benzimidazole sodium salt

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine In acetonitrile at -10℃; for 6h; Product distribution / selectivity;70%
With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine In acetonitrile at -10℃; for 6h; Product distribution / selectivity;70%
With methanesulfonyl chloride; triethylamine In dichloromethane at -10℃; Product distribution / selectivity;
Stage #1: 2-[4-(3-methoxypropoxy)-3-methyl-1-oxypyridin-2-yl-methylsulfinyl]-1H-benzimidazole sodium salt With methanesulfonyl chloride; triethylamine In dichloromethane at -10℃;
Stage #2: With water In dichloromethane Product distribution / selectivity;
2,3-dimethyl-4-nitropyridine N-oxide
37699-43-7

2,3-dimethyl-4-nitropyridine N-oxide

methoxypropanol
1589-49-7

methoxypropanol

Benzimidazol-2-thiol
134469-07-1

Benzimidazol-2-thiol

A

2-[(RS)-[(4-chloro-3-methylpyridin-2-yl)methyl]sulfinyl]-1H-benzimidazole

2-[(RS)-[(4-chloro-3-methylpyridin-2-yl)methyl]sulfinyl]-1H-benzimidazole

B

2-[[(RS)-(1H-benzimidazol-2-yl)sulfinyl]methyl]-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide
924663-38-7

2-[[(RS)-(1H-benzimidazol-2-yl)sulfinyl]methyl]-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide

C

2-[(RS)-[(4-methoxy-3-methylpyridin-2-yl)methyl]sulfinyl]-1H-benzimidazole
102804-77-3

2-[(RS)-[(4-methoxy-3-methylpyridin-2-yl)methyl]sulfinyl]-1H-benzimidazole

D

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Multistep reaction. Further byproducts given;
2-[[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole
924663-40-1

2-[[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzoimidazole

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
With lithium carbonate; ruthenium trichloride; sodium vanadate In acetonitrile for 2h; Heating / reflux;5 %Chromat.
With sodium vanadate; lithium carbonate; ruthenium trichloride In acetonitrile for 2h; Heating / reflux;
Diethyl tartrate
408332-88-7

Diethyl tartrate

rabeprazole sulfide
117977-21-6

rabeprazole sulfide

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; isopropylbenzene hydroperoxide; titanium(IV) isopropylate In water; toluene1.1 g (49%)
diethyl (2S,3S)-tartrate
13811-71-7

diethyl (2S,3S)-tartrate

rabeprazole sulfide
117977-21-6

rabeprazole sulfide

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; isopropylbenzene hydroperoxide; titanium(IV) isopropylate In water; toluene1.36 g (60%)
3-chloro-benzenecarboperoxoic acid
937-14-4

3-chloro-benzenecarboperoxoic acid

rabeprazole sulfide
117977-21-6

rabeprazole sulfide

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Stage #1: 3-chloro-benzenecarboperoxoic acid; rabeprazole sulfide In sodium hydroxide; diethyl ether; dichloromethane at -10℃; for 1.08333h;
Stage #2: With triethylamine In diethyl ether; dichloromethane at 0 - 20℃;
2-[[(RS)-(1H-benzimidazol-2-yl)sulfinyl]methyl]-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide
924663-38-7

2-[[(RS)-(1H-benzimidazol-2-yl)sulfinyl]methyl]-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Stage #1: 2-[[(RS)-(1H-benzimidazol-2-yl)sulfinyl]methyl]-4-(3-methoxypropoxy)-3-methylpyridine 1-oxide With methanol; sodium methylate; ruthenium trichloride; N,N,N,N,-tetramethylethylenediamine at 50℃; for 10h;
Stage #2: With acetic acid; sodium sulfite In water pH=6 - 7; Product distribution / selectivity;
N,N'-thiodimorpholine
5038-11-9

N,N'-thiodimorpholine

2-[[[4-[3-methoxypropoxy]-3-methyl-2-pyridinyl]-methyl]sulfinyl]-1H-benzimidazole N-oxide

2-[[[4-[3-methoxypropoxy]-3-methyl-2-pyridinyl]-methyl]sulfinyl]-1H-benzimidazole N-oxide

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
With ammonium acetate; sodium hydroxide; chloro-trimethyl-silane; sodium hydrogencarbonate In methanol; ethanol; dichloromethane; water0.34 g (79%)
2-chloromethyl-4-(3-methoxy propyloxy)-3-methyl pyridine
117977-20-5

2-chloromethyl-4-(3-methoxy propyloxy)-3-methyl pyridine

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / water; ethanol / 25 - 30 °C
1.2: 25 - 30 °C
2.1: sodium hydroxide; sodium hypochlorite / water; acetonitrile / -8 - -2 °C
View Scheme
2-hydroxymethyl-4-(methoxypropoxy)-3-methylpyridine hydrochloride
675198-19-3

2-hydroxymethyl-4-(methoxypropoxy)-3-methylpyridine hydrochloride

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / dichloromethane / -10 - -5 °C
2.1: sodium hydroxide / water; ethanol / 25 - 30 °C
2.2: 25 - 30 °C
3.1: sodium hydroxide; sodium hypochlorite / water; acetonitrile / -8 - -2 °C
View Scheme
2-hydroxymethyl-4-(3-methoxy propoxy)-3-methyl pyridine
118175-10-3

2-hydroxymethyl-4-(3-methoxy propoxy)-3-methyl pyridine

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 10 °C
2: sodium hydroxide; sodium hypochlorite / acetonitrile; water / 2 h / 0 - 5 °C
View Scheme
Benzimidazol-2-thiol
134469-07-1

Benzimidazol-2-thiol

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 10 °C
2: sodium hydroxide; sodium hypochlorite / acetonitrile; water / 2 h / 0 - 5 °C
View Scheme
C13H19NO5

C13H19NO5

rabeprazole
117976-89-3

rabeprazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide
2: sodium hydride
3: 3-chloro-benzenecarboperoxoic acid
View Scheme
rabeprazole
117976-89-3

rabeprazole

Rabeprazole sodium
117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In ethanol Product distribution / selectivity;100%
With sodium hydroxide In water Product distribution / selectivity;100%
With sodium carbonate; 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine In ethanol at 35 - 40℃; for 2h; pH=9; Reagent/catalyst; Solvent;98%
rabeprazole
117976-89-3

rabeprazole

LY 307640 sulfone
117976-47-3

LY 307640 sulfone

A

rabeprazol sulphone sodium salt

rabeprazol sulphone sodium salt

B

Rabeprazole sodium
117976-90-6

Rabeprazole sodium

Conditions
ConditionsYield
With sodium hydroxide In methanol at 0 - 50℃; for 4 - 5h; Product distribution / selectivity;A 0.2%
B 95%
rabeprazole
117976-89-3

rabeprazole

sodium 2-[2-[[(4-methoxypropoxy-3-methyl) pyridin-2-yl]methanesulfinyl]benzimidazole-1-sulfonyl]benzenesulfonate
519183-08-5

sodium 2-[2-[[(4-methoxypropoxy-3-methyl) pyridin-2-yl]methanesulfinyl]benzimidazole-1-sulfonyl]benzenesulfonate

Conditions
ConditionsYield
92%
2-[p-(chlorosulfonyl)phenoxy]acetamide
69986-21-6

2-[p-(chlorosulfonyl)phenoxy]acetamide

rabeprazole
117976-89-3

rabeprazole

2-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)acetamide
259183-37-4

2-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)acetamide

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;92%
Cyclopentamine
1003-03-8

Cyclopentamine

rabeprazole
117976-89-3

rabeprazole

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-yl}methylsulfinyl]-1H-benzimidazole, cyclopentylamine salt

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-yl}methylsulfinyl]-1H-benzimidazole, cyclopentylamine salt

Conditions
ConditionsYield
In acetonitrile Product distribution / selectivity;90.3%
In isopropyl alcohol Product distribution / selectivity;88.9%
In ethyl acetate Product distribution / selectivity;86.4%
In toluene at 55℃; Product distribution / selectivity;80%
2-[p-(chlorosulfonyl)phenoxy]-N-(2-pyridyl)acetamide
259183-87-4

2-[p-(chlorosulfonyl)phenoxy]-N-(2-pyridyl)acetamide

rabeprazole
117976-89-3

rabeprazole

2-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)-N-(2-pyridyl)acetamide
259183-27-2

2-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)-N-(2-pyridyl)acetamide

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;88%
SEC-BUTYLAMINE
33966-50-6

SEC-BUTYLAMINE

rabeprazole
117976-89-3

rabeprazole

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-yl}methysulfinyl]-1H-benzimidazole, sec-butylamine salt

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-yl}methysulfinyl]-1H-benzimidazole, sec-butylamine salt

Conditions
ConditionsYield
In acetonitrile Product distribution / selectivity;87.1%
In ethyl acetate at 55℃; Product distribution / selectivity;86.9%
isopropylamine
75-31-0

isopropylamine

rabeprazole
117976-89-3

rabeprazole

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-vl}methylsulfinyl]-1H-benzimidazole, isopropylamine salt

2-[{4-(3-methoxypropoxy)-3-methylpyridin-2-vl}methylsulfinyl]-1H-benzimidazole, isopropylamine salt

Conditions
ConditionsYield
In acetonitrile Product distribution / selectivity;83%
In acetonitrile at 55℃; Product distribution / selectivity;82.7%
In ethyl acetate at 55℃; Product distribution / selectivity;75.3%
In tetrahydrofuran Product distribution / selectivity;75.6%
rabeprazole
117976-89-3

rabeprazole

2-[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole

2-[(4-(3-methoxypropoxy)-3-methyl-pyridin-2-yl-1-oxide)methylsulfonyl]-1H-benzoimidazole

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In methanol; chloroform at -10 - -5℃;80%
2-Carbamoylmethoxy-4-chlorosulfonylphenoxyacetamide
519183-15-4

2-Carbamoylmethoxy-4-chlorosulfonylphenoxyacetamide

rabeprazole
117976-89-3

rabeprazole

2-(2-carbamoylmethoxy-4-{2-[4-(3-methoxypropoxy)-3-methylpyridin-2-ylmethylsulfinyl]benzimidazole-1-sulfonyl}phenoxy)acetamide
519183-09-6

2-(2-carbamoylmethoxy-4-{2-[4-(3-methoxypropoxy)-3-methylpyridin-2-ylmethylsulfinyl]benzimidazole-1-sulfonyl}phenoxy)acetamide

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;79%
With triethylamine In dichloromethane
2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine hydrochloride

2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine hydrochloride

rabeprazole
117976-89-3

rabeprazole

2-[([4-(3-methoxypropoxy)-3-methyl]pyridinyl)methyl]sulfinyl-1-[([4-(3-methoxypropoxy)-3-methyl]pyridinyl)methyl]-1H-benzimidazole
935260-92-7

2-[([4-(3-methoxypropoxy)-3-methyl]pyridinyl)methyl]sulfinyl-1-[([4-(3-methoxypropoxy)-3-methyl]pyridinyl)methyl]-1H-benzimidazole

Conditions
ConditionsYield
With sodium hydroxide In water at 25 - 75℃;78%
4-(4-morpholinyl)benzenesulfonyl chloride
125393-22-8

4-(4-morpholinyl)benzenesulfonyl chloride

rabeprazole
117976-89-3

rabeprazole

1-[4-(morpholin-4-yl)phenylsulfonyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole
259183-28-3

1-[4-(morpholin-4-yl)phenylsulfonyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;78%
[2-(morpholin-4-yl)ethoxy]benzene-4-sulfonyl chloride
259183-84-1

[2-(morpholin-4-yl)ethoxy]benzene-4-sulfonyl chloride

rabeprazole
117976-89-3

rabeprazole

1-[{2-(morpholin-4-yl)ethoxy}phenyl-4-sulfonyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole
259183-29-4

1-[{2-(morpholin-4-yl)ethoxy}phenyl-4-sulfonyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;77%
N-[4-(chlorosulfonyl)phenyl]urea
40685-78-7

N-[4-(chlorosulfonyl)phenyl]urea

rabeprazole
117976-89-3

rabeprazole

N-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenyl)urea
259183-25-0

N-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenyl)urea

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;74%
N-(carbamoylmethyl)-2-[4-(chlorosulfonyl)phenoxy]acetamide
259183-90-9

N-(carbamoylmethyl)-2-[4-(chlorosulfonyl)phenoxy]acetamide

rabeprazole
117976-89-3

rabeprazole

N-(carbamoylmethyl)-2-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)acetamide
259183-47-6

N-(carbamoylmethyl)-2-(4-{[2-({[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)acetamide

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;72%
[2-{2-(morpholin-4-yl)ethoxy}ethoxy]benzene-4-sulfonyl chloride
259183-85-2

[2-{2-(morpholin-4-yl)ethoxy}ethoxy]benzene-4-sulfonyl chloride

rabeprazole
117976-89-3

rabeprazole

1-[[2-{2-(morpholin-4-yl)ethoxy}ethoxy]phenyl-4-sulfonyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole
259183-43-2

1-[[2-{2-(morpholin-4-yl)ethoxy}ethoxy]phenyl-4-sulfonyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole

Conditions
ConditionsYield
Inert atmosphere; Basic conditions;56%
(S)-[1,1']-binaphthalenyl-2,2'-diol
18531-99-2

(S)-[1,1']-binaphthalenyl-2,2'-diol

rabeprazole
117976-89-3

rabeprazole

(S)-rabeprazole-(S)-(-)-BINOL complex

(S)-rabeprazole-(S)-(-)-BINOL complex

Conditions
ConditionsYield
In cyclohexane; toluene at 3 - 52℃; for 1.25 - 1.75h;55.6%
dimethyl sulfate
77-78-1

dimethyl sulfate

rabeprazole
117976-89-3

rabeprazole

N1-methyl rabeprazole

N1-methyl rabeprazole

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃;
rabeprazole
117976-89-3

rabeprazole

2-[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]-methylsulfinyl]-1H-benzimidazole hemicalcium

2-[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]-methylsulfinyl]-1H-benzimidazole hemicalcium

Conditions
ConditionsYield
Stage #1: rabeprazole With sodium hydroxide In methanol at 15 - 20℃; for 0.25h;
Stage #2: With calcium acetate In methanol at 20℃; for 14.5h;
2-[(chlorocarbonyl)(methyl)amino]ethyl ethyl carbonate
635751-00-7

2-[(chlorocarbonyl)(methyl)amino]ethyl ethyl carbonate

rabeprazole
117976-89-3

rabeprazole

ethyl 2-[[[2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazol-1-yl]carbonyl](methyl)amino]ethyl carbonate

ethyl 2-[[[2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazol-1-yl]carbonyl](methyl)amino]ethyl carbonate

Conditions
ConditionsYield
With triethylamine; dmap In tetrahydrofuran at 60℃; for 17h;
With dmap; triethylamine In tetrahydrofuran at 60℃; for 17h;0.44 g
2-[(chlorocarbonyl) (phenyl)amino]ethyl acetate
635751-44-9

2-[(chlorocarbonyl) (phenyl)amino]ethyl acetate

rabeprazole
117976-89-3

rabeprazole

2-[[[2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazol-1-yl]carbonyl](phenyl)amino]ethyl acetate

2-[[[2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridyl]methyl]sulfinyl]-1H-benzimidazol-1-yl]carbonyl](phenyl)amino]ethyl acetate

Conditions
ConditionsYield
With triethylamine; dmap In tetrahydrofuran at 60℃; for 16h;
With dmap; triethylamine In tetrahydrofuran at 60℃; for 16h;0.93 g

117976-89-3Relevant articles and documents

An improved process for the production of rabeprazole sodium substantially free from the impurities

Reddy, Pingili Ramchandra,Himabindu, Vurimidi,Jaydeepkumar, Lilakar,Reddy, Ganta Madhusudhan,Kumar, Jonnalagadda Vijaya,Reddy, Ghanta Mahesh

, p. 896 - 899 (2009)

The present work details the journey towards development of a simple and cost-viable process for large-scale synthesis of rabeprazole sodium substantially free from the impurities. The detailed study of different parameters affecting the quality and yield percentage of the compound has been presented. Yield is increased from 40% (reported process) to 75% with the improved process at sulfoxidation stage.

Method for preparing benzimidazole proton pump inhibitor

-

Paragraph 0042; 0043; 0044; 0046; 0047; 0048; 0078; 0079, (2018/09/08)

The invention provides a novel method for preparing a benzimidazole proton pump inhibitor, and belongs to the field of medicine synthesis. According to the method provided by the invention, a complexformed by using graphene oxide and a transition metal salt is used as a catalyst, and the corresponding benzimidazole proton pump inhibitor is obtained through oxidizing a thioether by an oxidizing agent under an alkaline condition in an organic solvent. The method has the advantages of mild reaction condition, high yield, environmental friendliness, and less impurity, the catalyst can be recycled, and the method is suitable for industrial production.

Method for preparing optically-pure Rabeprazole

-

Paragraph 0070; 0071; 0072; 0073; 0074, (2017/08/28)

The invention discloses a method for preparing optically-pure Rabeprazole. The method is used for preparing a chiral 2-[[4-(3-methoxypropoxy)-3-methylpyrid-2-yl]methylsulfinyl]-1H-benzimidazole compound (Rabeprazole), which is present in a single-enantiomer form or rich-enantiomer form, in an enantioselective manner. The same effects, i.e., identical enantioselectivity and conversion ratio can be achieved through complexing a tartaric acid diamide ligand and titanium and adding an organic-base additive or not in the presence of water. The invention further provides a method for preparing a sodium salt from the obtained Rabeprazole.

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