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1000342-65-3

1000342-65-3

Identification

Synonyms:1H-Pyrrolo[3,2-c]pyridine, 3-chloro-;3-Chloro-1H-pyrrolo[3,2-c]pyridine

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:3-Chloro-5-azaindole
  • Packaging:2mg
  • Price:$ 60
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:3-Chloro-5-azaindole
  • Packaging:1mg
  • Price:$ 45
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:3-Chloro-1H-pyrrolo[3,2-c]pyridine 95+%
  • Packaging:25g
  • Price:$ 1705
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:3-Chloro-1H-pyrrolo[3,2-c]pyridine 95+%
  • Packaging:5g
  • Price:$ 707
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  • Manufacture/Brand:Crysdot
  • Product Description:3-Chloro-1H-pyrrolo[3,2-c]pyridine 95+%
  • Packaging:10g
  • Price:$ 945
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  • Manufacture/Brand:Crysdot
  • Product Description:3-Chloro-1H-pyrrolo[3,2-c]pyridine 95+%
  • Packaging:1g
  • Price:$ 329
  • Delivery:In stock
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  • Manufacture/Brand:Chemenu
  • Product Description:3-chloro-1H-pyrrolo[3,2-c]pyridine 95%
  • Packaging:1g
  • Price:$ 308
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  • Manufacture/Brand:Chemenu
  • Product Description:3-chloro-1H-pyrrolo[3,2-c]pyridine 95%
  • Packaging:10g
  • Price:$ 884
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  • Manufacture/Brand:Chemenu
  • Product Description:3-chloro-1H-pyrrolo[3,2-c]pyridine 95%
  • Packaging:5g
  • Price:$ 661
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  • Manufacture/Brand:Chemenu
  • Product Description:3-chloro-1H-pyrrolo[3,2-c]pyridine 95%
  • Packaging:25g
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Relevant articles and documentsAll total 2 Articles be found

HETEROCYCLIC COMPOUNDS AS PROTEIN KINASE INHIBITORS

-

Paragraph 0484; 0486, (2014/06/23)

The present invention provides a heterocyclic compound of formula (I), a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof, wherein A, A′ B, D, R1, R2 and R3 are as defined herein, a pharmaceutical composition comprising a compound of formula (I) as an active ingredient, methods of production, and methods of use thereof. Particularly, the present invention provides a compound of formula (I) useful for treating or preventing a disease, condition or disorder associated with protein kinases, preferably Janus Kinase family.

HETEROCYCLIC COMPOUNDS AS PROTEIN KINASE INHIBITORS

-

Page/Page column 81, (2012/12/13)

The present invention provides a heterocyclic compound of formula (I), a pharmaceutically acceptable salt thereof, a prodrug thereof or a hydrate thereof, wherein A, A' B, D, R1, R2 and R3 are as defined herein, a pharmaceutical composition comprising a compound of formula (I) as an active ingredient, methods of production, and methods of use thereof. Particularly, the present invention provides a compound of formula (I) useful for treating or preventing a disease, condition or disorder associated with protein kinases, preferably Janus Kinase family.

Process route upstream and downstream products

Process route

5-azaindole
271-34-1

5-azaindole

3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

Conditions
Conditions Yield
5-azaindole; With N-chloro-succinimide; In dichloromethane; at 20 ℃; for 5h;
With sodium hydrogencarbonate; In dichloromethane; water;
40%
With N-chloro-succinimide; In dichloromethane; at 20 ℃; for 5h;
40%
3-picoline-N-oxide
1003-73-2

3-picoline-N-oxide

3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: dihydrogen peroxide / acetic acid / 70 °C / Cooling with ice
2: nitric acid / sulfuric acid / 2 h / 0 - 100 °C
3: dimethyl amine / N,N-dimethyl-formamide / 15 h / 90 °C
4: hydrogen / palladium 10% on activated carbon / methanol / 2 h
5: N-chloro-succinimide / dichloromethane / 5 h / 20 °C
With N-chloro-succinimide; hydrogen; dihydrogen peroxide; nitric acid; dimethyl amine; sulfuric acid; palladium 10% on activated carbon; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
Multi-step reaction with 5 steps
1: acetic acid; dihydrogen peroxide / water / 20 h / 70 °C
2: nitric acid; sulfuric acid / 2 h / 0 - 100 °C
3: dimethyl amine / 15 h / 90 °C
4: palladium on activated charcoal; hydrogen / methanol / 2 h
5: N-chloro-succinimide / dichloromethane / 5 h / 20 °C
With N-chloro-succinimide; sulfuric acid; palladium on activated charcoal; hydrogen; dihydrogen peroxide; nitric acid; acetic acid; dimethyl amine; In methanol; dichloromethane; water;
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

benzyl chloroformate
501-53-1,94274-21-2

benzyl chloroformate

benzyl 3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
1415124-98-9

benzyl 3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Conditions
Conditions Yield
With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;
100%
With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;
100%
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

benzyl 3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate-5-oxide
1415124-99-0

benzyl 3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate-5-oxide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

benzyl 4-amino-3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
1415125-01-7

benzyl 4-amino-3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
3.1: chloroform / 0.25 h
3.2: 1 h / 0 - 20 °C
4.1: trifluoroacetic acid / dichloromethane / 20 °C / Cooling with ice
With triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In dichloromethane; chloroform;
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
3.1: chloroform / 0.25 h
3.2: 1 h / 0 - 20 °C
4.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
With triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In dichloromethane; chloroform;
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

benzyl 4-[bis(cyclopropylcarbonyl)amino]-3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
1415125-33-5

benzyl 4-[bis(cyclopropylcarbonyl)amino]-3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
3.1: chloroform / 0.25 h
3.2: 1 h / 0 - 20 °C
4.1: trifluoroacetic acid / dichloromethane / 20 °C / Cooling with ice
5.1: triethylamine / tetrahydrofuran / 1 h / -10 - 20 °C
With triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform;
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

benzyl 4-[(cyclopropylcarbonyl)amino]-3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
1415125-34-6

benzyl 4-[(cyclopropylcarbonyl)amino]-3-chloro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
3.1: chloroform / 0.25 h
3.2: 1 h / 0 - 20 °C
4.1: trifluoroacetic acid / dichloromethane / 20 °C / Cooling with ice
5.1: triethylamine / tetrahydrofuran / 1 h / -10 - 20 °C
With triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform;
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

benzyl 3-chloro-4-[(2,4,4-trimethylpentan-2-yl)amino]-1H-pyrrolo[3,2-c]pyridine-1-carboxylate
1415125-00-6

benzyl 3-chloro-4-[(2,4,4-trimethylpentan-2-yl)amino]-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
3.1: chloroform / 0.25 h
3.2: 1 h / 0 - 20 °C
With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform;
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

benzyl 3-chloro-4-[(2,4,4-trimethylpentan-2-yl)amino]-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

benzyl 3-chloro-4-[(2,4,4-trimethylpentan-2-yl)amino]-1H-pyrrolo[3,2-c]pyridine-1-carboxylate

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
3.1: chloroform / 0.25 h
3.2: 1 h / 0 - 20 °C
With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform;
3-chloro-1H-pyrrolo[3,2-c]pyridine
1000342-65-3

3-chloro-1H-pyrrolo[3,2-c]pyridine

3,5-dichloro-4-({3-chloro-4-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[3,2-c]pyridin-1-yl}carbonyl)-N-methylbenzamide
1415124-56-9

3,5-dichloro-4-({3-chloro-4-[(cyclopropylcarbonyl)amino]-1H-pyrrolo[3,2-c]pyridin-1-yl}carbonyl)-N-methylbenzamide

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1.5 h / 20 °C
3.1: chloroform / 0.25 h
3.2: 1 h / 0 - 20 °C
4.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C
5.1: triethylamine / tetrahydrofuran / 1 h / -10 - 20 °C
5.2: 20 °C
6.1: dmap; 1-hydroxy-7-aza-benzotriazole; HATU
6.2: 20 °C
With dmap; 1-hydroxy-7-aza-benzotriazole; triethylamine; 3-chloro-benzenecarboperoxoic acid; HATU; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; chloroform;

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