[ CAS No. 19798-77-7 ]

Name: 4-Amino-3-chloropyridine
Brand: Ambeed
SKU: A239661
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Quality Control of [ 19798-77-7 ]

COA GC NMR CNMR HPLC/UPLC LC-MS

Related Doc. of [ 19798-77-7 ]

SDS

Product Details of [ 19798-77-7 ]

CAS No. :	19798-77-7	MDL No. :	MFCD03984473
Formula :	C₅H₅ClN₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	128.56	Pubchem ID :	581853
Synonyms :

Computed Properties of [ 19798-77-7 ]

TPSA :Topological Polar Surface Area	38.9	H-Bond Acceptor Count :	2
XLogP3 :	0.8	H-Bond Donor Count :	1
SP3 :	0.00	Rotatable Bond Count :	0

Safety of [ 19798-77-7 ]

Signal Word:	Warning	Class	N/A
Precautionary Statements:	P261-P305 P351 P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 19798-77-7 ]

Upstream synthesis route of [ 19798-77-7 ]
Downstream synthetic route of [ 19798-77-7 ]

[ 19798-77-7 ] Synthesis Path-Upstream 1~7

1
[ 504-24-5 ]
[ 19798-77-7 ]

Reference： [1] Organic Process Research and Development, 1998, vol. 2, # 3, p. 157 - 168

2
[ 78-95-5 ]
[ 17758-33-7 ]
[ 19798-77-7 ]

Reference： [1] Chemical Communications, 2002, # 18, p. 2170 - 2171

3
[ 13194-60-0 ]
[ 19798-77-7 ]

Reference： [1] Bulletin des Societes Chimiques Belges, 1988, vol. 97, # 1, p. 51 - 54

4
[ 55934-00-4 ]
[ 19798-77-7 ]

Reference： [1] Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 673,690

5
[ 76439-45-7 ]
[ 19798-77-7 ]

Reference： [1] Journal fuer Praktische Chemie (Leipzig), 1988, vol. 330, # 1, p. 154 - 158

6
[ 20511-15-3 ]
[ 19798-77-7 ]

Reference： [1] Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 673,690

7
[ 55934-00-4 ]
[ 19798-77-7 ]

Reference： [1] Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 673,690

[ 19798-77-7 ] Synthesis Path-Downstream 1~10

1
[ 19798-77-7 ]
[ 160725-09-7 ]
N-(3-chloropyridin-4-yl)-2-oxo-2-(1-propoxy-1H-indol-3-yl)acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		To a cold solution of 11 in MeOH (0C) was added sodium tungstate dehydrate (0.3 equiv.) and dropwise hydrogen peroxide (30%, 10 equiv.), stirred at 10-15C for 1h, then added CH2Cl2 and water and stirred for 10min. After separation, washed with brine, and dried over anhydrous Na2SO4, the organic phase was evaporated to give a residue; then added DMF, K2CO3 (3 equiv.), and the alkyl halide (1.5 equiv.), stirred at room temperature for 2h, and followed by addition of water and ethyl acetate then stirring for 10min. The organic layer was separated, dried over anhydrous Na2SO4, and evaporated to give a residue. The residue was dissolved in diethyl ether, added oxalyl chloride (1.5 equiv.) dropwise at 0C, and stirred at room temperature for 2h. After removal of the diethyl ether and re-dissolving in CH2Cl2, to the solution was added <strong>[19798-77-7]4-amino-3-chloropyridine</strong> (1.2 equiv.) and triethylamine (2.0 equiv.) dropwise at 0C then stirred at room temperature for 3h. Evaporation of the solvent gave a residue that was purified by silica gel column chromatography (petroleum ether/ethyl acetate 1:1) to furnish 14. To a solution of 14 (1 equiv.) in methanol was added sodium borohydride (3.0 equiv.), stirred for 1h, then diluted with water and extracted with ethyl acetate. The ethyl acetate layer was washed with brine then evaporated to afford a residue, which was purified by silica gel column chromatography (petroleum ether/ethyl acetate 1:1) to obtain 15.

Reference： [1]European Journal of Medicinal Chemistry,2020,vol. 189

2
[ 78-95-5 ]
[ 17758-33-7 ]
[ 19798-77-7 ]

Reference： [1]Chemical Communications,2002,p. 2170 - 2171

3
[ 19798-77-7 ]
2-acetyl-7-methoxybenzofuran 4-carboxylic acid [ No CAS ]
2-acetyl-7-methoxy-benzofuran-4-carboxylic acid (3-chloro-pyridin-4-yl)-amide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2000,vol. 10,p. 2137 - 2140

4
[ 55934-00-4 ]
[ 19798-77-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1950,vol. 69,p. 673,690

5
[ 19798-77-7 ]
[ 22889-78-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1950,vol. 69,p. 673,690

6
[ 55934-00-4 ]
ammonium hydroxide [ No CAS ]
[ 19798-77-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1950,vol. 69,p. 673,690

Yield	Reaction Conditions	Operation in experiment
		Following the procedure of Example 1 and substituting equal molar amounts of the following for 3-amino-2-chloropyridine: <strong>[19798-77-7]4-amino-3-chloropyridine</strong>, 3-amino-4-chloropyridine, and 2-amino-3-chloropyridine,

9
3,3,5-trichloropiperidin-4-one [ No CAS ]
[ 19798-77-7 ]

Yield	Reaction Conditions	Operation in experiment
89.5%	With ammonium hydroxide; In dichloromethane; at 35 - 40℃; for 4h;	In a 500 ml four-necked flask equipped with a stirring, thermometer, and reflux condenser,100 g of dichloromethane, 12.0 g (0.05 mol) of 3,3,5-trichloropiperidin-4-one obtained in Example 3, 30.0 g (0.3 mol) of 17% ammonia water, and stirred at 35-40 C for 4 hours, Cool to 20-25 C, separate the layers, extract the water layer twice with 20 grams of dichloromethane each time, combine the organic phases, and recover the solvent by distillation to obtain 5.75 grams of <strong>[19798-77-7]3-chloro-4-aminopyridine</strong> with a yield of 89.5% ( The yield was based on piperidin-4-one hydrochloride), and the liquid purity was 98.9%.

Reference： [1]Patent: CN110483383,2019,A.Location in patent: Paragraph 0095-0098

10
[ 19798-77-7 ]
2-(5-iodo-3-methyl-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7(4H)-yl)acetic acid [ No CAS ]
N-(3-chloropyridin-4-yl)-2-(5-iodo-3-methyl-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7(4H)-yl)acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 2.08333h;	To a (100 ml_) round bottom flask was added 2-(5-iodo-3-methyl- 4-oxo-3H-pyrrolo[2,3-d]pyrimidin-7(4H)-yl)acetic acid (1.2 g, 3.60 mmol), HATU (1.370 g, 3.60 mmol) and <strong>[19798-77-7]4-amino-3-chloropyridine</strong> (0.695 g, 5.40 mmol). N,N- dimethylformamide (DMF) (Volume: 7 mL) was added. The mixture was stirred at room temperature for 2 hrs after which an additional amount HATU (0.5 eqv) was added until reaction was judged complete by LCMS. A mixture of EtOAc/Hexanes (50 ml, 1 :4) was added and the crude mixture stirred for an additional 5 minutes. The top layer was decanted and the resulting mixture was treated with 50 mL of water. The resulting precipitate was filtered, dried under vacuum at 45-50C to afford the desired product (1.582g, 95% yield); LCMS [M+H]+ 444.99.

Reference： [1]Patent: WO2019/153080,2019,A1.Location in patent: Paragraph 00203

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Ghs Precautionary Statements

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Code	Phrase
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
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P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
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P285	In case of inadequate ventilation wear respiratory protection.
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Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
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P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
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P314	Get medical advice/attention if you feel unwell.
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P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
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P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
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P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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P401
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
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H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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H252	Self-heating in large quantities; may catch fire
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H261	In contact with water releases flammable gas
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Health hazards
Code	Phrase
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H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
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H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
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H336	May cause drowsiness or dizziness
H340	May cause genetic defects
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H361d	Suspected of damaging the unborn child
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H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 19798-77-7 ]

Quality Control of [ 19798-77-7 ]

Related Doc. of [ 19798-77-7 ]

Product Details of [ 19798-77-7 ]

Computed Properties of [ 19798-77-7 ]

Safety of [ 19798-77-7 ]

Application In Synthesis of [ 19798-77-7 ]

[ 19798-77-7 ] Synthesis Path-Upstream 1~7

[ 19798-77-7 ] Synthesis Path-Downstream 1~10

Related Functional Groups of [ 19798-77-7 ]

Chlorides

Amines

Related Parent Nucleus of [ 19798-77-7 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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Related Functional Groups of
[ 19798-77-7 ]

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[ 19798-77-7 ]