[ CAS No. 147362-88-7 ]

Name: N-(6-Chloropyridazin-3-yl)pivalamide
Brand: Ambeed
SKU: A402716
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2D3D

Structure of 147362-88-7 *Storage: {[proInfo.prStorage]}

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Quality Control of [ 147362-88-7 ]

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COA GC NMR CNMR HPLC/UPLC LC-MS SDS

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SDS

Product Details of [ 147362-88-7 ]

CAS No. :	147362-88-7	MDL No. :	MFCD17015221
Formula :	C₉H₁₂ClN₃O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	213.66	Pubchem ID :	10899975
Synonyms :

Computed Properties of [ 147362-88-7 ]

TPSA :Topological Polar Surface Area	54.9	H-Bond Acceptor Count :	3
XLogP3 :	1.7	H-Bond Donor Count :	1
SP3 :	0.44	Rotatable Bond Count :	2

Safety of [ 147362-88-7 ]

Signal Word:	Warning	Class	N/A
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H320-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 147362-88-7 ]

Upstream synthesis route of [ 147362-88-7 ]
Downstream synthetic route of [ 147362-88-7 ]

[ 147362-88-7 ] Synthesis Path-Upstream 1~1

1
[ 5469-69-2 ]
[ 3282-30-2 ]
[ 147362-88-7 ]

Reference： [1] Tetrahedron, 1993, vol. 49, # 3, p. 599 - 606

[ 147362-88-7 ] Synthesis Path-Downstream 1~8

1
[ 3840-31-1 ]
[ 147362-88-7 ]
2,2-Dimethyl-N-[6-(3,4,5-trimethoxy-benzyloxy)-pyridazin-3-yl]-propionamide [ No CAS ]

Reference： [1]Tetrahedron Letters,1996,vol. 37,p. 4065 - 4068

2
[ 147362-88-7 ]
C₁₃H₁₉IN₄O₂ [ No CAS ]

Reference： [1]Patent: WO2016/97347,2016,A1
[2]Patent: WO2016/97359,2016,A1

3
[ 110-91-8 ]
[ 147362-88-7 ]
C₁₃H₂₀N₄O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	at 120.0℃; for 24.0h;	mixture of<strong>[147362-88-7]N-(6-chloro-3-pyridazinyl)-2,2-dimethylpropanamide</strong> (65.3 g; 305.6 mmol) and morpholine (538 mL; 6.1 mmol) was heated at 120 C for 24 hours. The mixture was cooled and evaporated. The residue was poured into cooled water, basified with K2C03 powder and DCM was added. The organic layer was separated, dried over MgS04, filtered and evaporated to dryness. The residue was crystallized from Et20. The precipitate was filtered and dried to afford 69.3 g (87%) of intermediate 18.
87%	at 120.0℃; for 24.0h;	A mixture of <strong>[147362-88-7]N-(6-chloro-3-pyridazinyl)-2,2-dimethylpropanamide</strong> (65.3 g; 305.6 mmol) and morpholine (538 mL; 6.1 mmol) was heated at 120 C for 24 hours. The mixture was cooled and evaporated. The residue was poured into cooled water, basified with K2CO3 powder and DCM was added. The organic layer was separated, dried over MgSOzi, filtered and evaporated to dryness. The residue was crystallized from Epsilon2Omicron. The precipitate was filtered and dried to afford 69.3 g (87%) of intermediate 58.

Reference： [1]Patent: WO2016/97347,2016,A1.Location in patent: Page/Page column 116
[2]Patent: WO2016/97359,2016,A1.Location in patent: Page/Page column 122

Yield	Reaction Conditions	Operation in experiment
	With pyridine; In dichloromethane; at 20.0℃; for 2.0h;	General procedure: Step 2: 2,2-Dimethyl-N-(5-phenylethynyl-pyridin-2-yl)-propionamide [0122]5-Phenylethynyl-pyridin-2-ylamine (Example 1, step 1) was dissolved in dichloromethane (3 ml). Pyridine (52 mg, 53 mul, 0.67 mmol, 2 equiv.) and pivaloyl chloride (48 mg, 50 mul, 0.40 mmol, 1.2 equiv.) were added and the mixture was stirred for 2 hours at room temperature. The reaction mixture was extracted with 1N HCl solution and twice with dichloromethane. The organic extracts were combined, dried over sodium sulfate and evaporated to dryness. The crude product was purified by flash chromatography on a silica gel column eluting with heptane:dichloromethane 50:50. The desired 2,2-dimethyl-N-(5-phenylethynyl-pyridin-2-yl)-propionamide (40 mg, 43% yield) was obtained as a light yellow solid, MS: m/e=279.3 (M+H+).
	With pyridine; In dichloromethane; at 20.0℃; for 2.0h;	General procedure: Step 2 : 2,2-Dimethyl-N-(5 -phenylethynyl-pyridin-2-yl)-propionamide (65 mg, 0.33 mmol) 5-Phenylethynyl-pyridin-2-ylamine (Example 1, step 1) was dissolved in dichloromethane (3 ml). Pyridine (52 mg, 53 mu, 0.67 mmol, 2 equiv.) and pivaloyl chloride (48 mg, 50 mu, 0.40 mmol, 1.2 equiv.) were added and the mixture was stirred for 2 hours at room temperature. The reaction mixture was extracted with IN HC1 solution and twice with dichloromethane. The organic extracts were combined, dried over sodium sulfate and evaporated to dryness. The crude product was purified by flash chromatography on a silica gel column eluting with heptane: dichloromethane 50:50. The desired 2,2-dimethyl-N-(5-phenylethynyl- pyridin-2-yl)-propionamide (40 mg, 43 % yield) was obtained as a light yellow solid, MS: m/e = 279.3 (M+H+).

5
[ 75-07-0 ]
[ 147362-88-7 ]
N-<6-chloro-5-(1-hydroxyethyl)-3-pyridazinyl>pivalamide [ No CAS ]
N-<6-chloro-4-(1-hydroxyethyl)-3-pyridazinyl>pivalamide [ No CAS ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 599 - 606
[2]Tetrahedron,1993,vol. 49,p. 599 - 606
[3]Tetrahedron,1993,vol. 49,p. 599 - 606

6
[ 100-52-7 ]
[ 147362-88-7 ]
N-<6-chloro-5-(hydroxy)(phenyl)methyl-3-pyridazinyl>pivalamide [ No CAS ]
N-<6-chloro-4-(hydroxy)(phenyl)methyl-3-pyridazinyl>pivalamide [ No CAS ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 599 - 606
[2]Tetrahedron,1993,vol. 49,p. 599 - 606

7
[ 557-21-1 ]
[ 147362-88-7 ]
[ 929899-36-5 ]

Yield	Reaction Conditions	Operation in experiment
	tetrakis(triphenylphosphine) palladium(0); In N,N-dimethyl-formamide; at 100.0℃; for 2.5h;	A flask was charged with <strong>[147362-88-7]N-(6-chloro-pyridazin-3-yl)-2,2-dimethyl-propionamide</strong> (Turck. Alain; PIe, Nelly; Ndzi, Bruno; Queguiner, Guy; Haider, Norbert Schuller, Herbert; Heinisch, Gottfried. Tetrahedron. 1993, 49, 599-606.) (500 mg, 2.34 mmol), Pd(PPh3)4 (811 mg, 0.701 mmol), and Zn(CN)2 (192 mg, 1.64 mmol) and placed under a nitrogen atmosphere. DMF (25 mL) was added to the flask and the reaction mixture was heated at 100 oC for 2.5 h. The reaction mixture was cooled and poured into H2O (100 mL) and EtOAc (100 mL), An emulsion formed and the mixture was filtered through a short plug of celite and then the layers were separated. The organic layer was washed with H2O (100 mL), dried (MgSO4), filtered, concentrated, and purified by chromatography (loaded with CH2CI2, eiuted with a gradient of 10-30% EtOAc in hexanes) to provide 329 mg of N-(6-cyano-pyridazin-3-yl)- 2,2-dimethyl-propionamde as a pale yellow solid. MS: (M+) 205. 1H NMR (400 MHz, CDCl3): delta 8.71 (bs, 1), 8.65 (d, 1, J = 9.3), 7.80 (d, 1, J = 9.3), 1.36 (s, 9).

Reference： [1]Patent: WO2007/34278,2007,A2.Location in patent: Page/Page column 58

8
[ 5469-69-2 ]
[ 3282-30-2 ]
[ 147362-88-7 ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 599 - 606

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Code	Phrase
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Code	Phrase
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P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
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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.
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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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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
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
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H290	May be corrosive to metals
Health hazards
Code	Phrase
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H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
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
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
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. 147362-88-7 ]

Quality Control of [ 147362-88-7 ]

Related Doc. of [ 147362-88-7 ]

Product Details of [ 147362-88-7 ]

Computed Properties of [ 147362-88-7 ]

Safety of [ 147362-88-7 ]

Application In Synthesis of [ 147362-88-7 ]

[ 147362-88-7 ] Synthesis Path-Upstream 1~1

[ 147362-88-7 ] Synthesis Path-Downstream 1~8

Related Functional Groups of [ 147362-88-7 ]

Chlorides

Amines

Amides

Related Parent Nucleus of [ 147362-88-7 ]

Pyridazines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

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Related Functional Groups of
[ 147362-88-7 ]

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[ 147362-88-7 ]