1242336-53-3|5-Chloro-3-methoxypyridin-2-amine| Ambeed

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Quality Control of [ 1242336-53-3 ] Purity: 96% SDS Specification

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Product Details of [ 1242336-53-3 ]

CAS No. :	1242336-53-3
Formula :	C₆H₇ClN₂O
M.W :	158.59
SMILES Code :	NC1=NC=C(Cl)C=C1OC
MDL No. :	MFCD17015845
InChI Key :	CKFFRODMHNJVSQ-UHFFFAOYSA-N
Pubchem ID :	53217416

Safety of [ 1242336-53-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Application In Synthesis of [ 1242336-53-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 1242336-53-3 ]

[ 1242336-53-3 ] Synthesis Path-Downstream 1~3

1
[ 1242336-53-3 ]
[ 163295-70-3 ]
N-(5-chloro-3-hydroxypyridin-2-yl)-1-(3,5-dichlorophenyl)methanesulfonamide [ No CAS ]

References: [1]Patent: WO2014/184234,2014,A1 .

2
[ 1242336-53-3 ]
[ 163295-70-3 ]
C₁₃H₁₁Cl₃N₂O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; at 20℃; for 64h;	To a solution of 5-chloro-3-methoxypyridin-2-amine (167 mg, 0.821 mmol) in pyridine (3 mL) <strong>[163295-70-3](3,5-dichlorophenyl)methanesulfonyl chloride</strong> (213 mg, 0.821 mmol) was added and the mixture was stirred at room temperature over 64 hrs. The solvent was evaporated and a rough purification was carried out by silica chromatography (eluent: heptane: EtOAc 2: 1). Product-containing fractions were combined, evaporated, dissolved in DCM (5 mL), then treated with 1M BBr3 in DCM (0.82 mL, 0.82 mmol) and the solution stirred for 3 hrs. The reaction was quenched with excess saturated NaHC03 and more DCM added (15 mL) . The phases were separated and the organic phase was washed with brine (3 mL), dried (Na2SC>4), the mixture was filtered and the filtrate evaporated to dryness to afford a purple grey solid which was purified by slurrying in heptane:EtOAc to afford -(5-chloro-3-hydroxypyridin-2-yl)-l -(3 ,5-dichlorophenyl)methanesulfonamide as a white solid (55 mg, 18%).

References: [1]Patent: WO2014/184234,2014,A1 .Location in patent: Page/Page column 106; 107.

3
[ 1242336-53-3 ]
[ 42899-76-3 ]
C₁₁H₁₀ClN₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; at 20℃; for 1h;	To a solution of 5-chloro-3-methoxypyridin-2-amine (100 mg, 0.631 mmol) in pyridine (1 mL) <strong>[42899-76-3]pyridine-3-sulfonyl chloride hydrochloride</strong> (135 mg, 0.631 mmol) was added and the solution was stirred at room temperature for lhr. The pyridine was evaporated, DCM was added (5 mL) followed by 1M BBr3 in DCM (0.95 mL, 0.95 mmol) and the solution was stirred overnight. Saturated NaHC03 (5 mL) and more DCM (30 mL) were added. The phases were separated and the organic phase was washed with brine (2 mL), dried ( a2S04), the mixture was filtered and the filtrate evaporated to dryness to afford an orange oil which was chromatographed on silica (eluent: heptane: EtOAc 2: 1 then EtOAc:MeOH 9: 1) to afford the product as a green oil. Further purification was achieved using automated reverse phase HPLC (high pH method) to afford N-(5-chloro-3- hydroxypyridin-2-yl) pyridine-3 -sulfonamide as a brown solid (29 mg, 16percent).

References: [1]Patent: WO2014/184234,2014,A1 .Location in patent: Page/Page column 105; 106.

Historical Records

Technical Information

• Alkyl Halide Occurrence • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • General Reactivity • Grignard Reaction • Hiyama Cross-Coupling Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • Mannich Reaction • Nomenclature of Ethers • Petasis Reaction • Preparation of Amines • Preparation of Ethers • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Ethers • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Ugi Reaction

Related Functional Groups of
[ 1242336-53-3 ]

Chlorides

A198411 [1373232-92-8]

2-Amino-3-{2-[(2-Amino-5-chloropyridin-3-yl)oxy]ethoxy}-5-chloropyridine

Similarity: 0.91

A226667 [40966-87-8]

2-Amino-5-chloropyridin-3-ol

Similarity: 0.90

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

Ethers

A198411 [1373232-92-8]

2-Amino-3-{2-[(2-Amino-5-chloropyridin-3-yl)oxy]ethoxy}-5-chloropyridine

Similarity: 0.91

Amines

A198411 [1373232-92-8]

2-Amino-3-{2-[(2-Amino-5-chloropyridin-3-yl)oxy]ethoxy}-5-chloropyridine

Similarity: 0.91

A226667 [40966-87-8]

2-Amino-5-chloropyridin-3-ol

Similarity: 0.90

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

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Related Parent Nucleus of
[ 1242336-53-3 ]

Pyridines

A198411 [1373232-92-8]

2-Amino-3-{2-[(2-Amino-5-chloropyridin-3-yl)oxy]ethoxy}-5-chloropyridine

Similarity: 0.91

A226667 [40966-87-8]

2-Amino-5-chloropyridin-3-ol

Similarity: 0.90

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

A911823 [1227581-47-6]

3-Chloro-5-methoxypyridin-2-amine

Similarity: 0.87

Precautionary Statements-General
Code	Phrase
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Physical hazards
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H200	Unstable explosive
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H202	Explosive; severe projection hazard
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H311	Toxic in contact with skin
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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

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CAS No.: 1242336-53-3

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