Home Cart Sign in  
Chemical Structure| 22177-99-7 Chemical Structure| 22177-99-7

Structure of 22177-99-7

Chemical Structure| 22177-99-7

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 22177-99-7 ]

CAS No. :22177-99-7
Formula : C9H12ClN3O
M.W : 213.66
SMILES Code : CC1=NC(Cl)=CC(N2CCOCC2)=N1
MDL No. :MFCD07782031
InChI Key :UPGDYMACJFZROW-UHFFFAOYSA-N
Pubchem ID :20245571

Safety of [ 22177-99-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 22177-99-7 ]

* 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 [ 22177-99-7 ]

[ 22177-99-7 ] Synthesis Path-Downstream   1~5

  • 2
  • [ 110-91-8 ]
  • [ 1780-26-3 ]
  • [ 22177-99-7 ]
YieldReaction ConditionsOperation in experiment
72% In water; 4-(6-Chloro-2-methyl-pyrimidin-4-yl)-morpholine A mixture of morpholine (2.36 ml, 27.0 mmol) and 4,6-dichloro-2-methyl-pyrimidine (2.0 g, 12.3 mmol) in water (20 ml) was heated at 100 C. for 2 h. The reaction was allowed to cool to room temperature and was diluted with water (20 ml). The resulting precipitate was collected by filtration to give the title compound (1.90 g, 72% yield).
4.84 g (72%) In water; Part A Preparation of 4-Chloro-2-methyl-6-(4-morpholino)pyrimidine by Scheme I, Step (5) A solution of 5.00 g (31.7 mmole) of 4,6-dichloro-2-methylpyrimidine and 6.00 g (68.9 mmole) of morpholine in 50 ml of water was heated on a steam cone for about 18 hours. The mixture was diluted with water and cooled. The white solid was separated by filtration, washed with water and dried to provide 4.84 g (72%) of 4-chloro-2-methyl-6-(4-morpholino)pyrimidine. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.
4.84 g (72%) In water; Part A. Preparation of 4-Chloro-2-methyl-6-(4-morpholino)pyrimidine by Scheme I, Step (5) A solution of 5.00 g (31.7 mmole) of 4,6-dichloro-2-methylpyrimidine and 6.00 g (68.9 mmole) of morpholine in 50 ml of water was heated on a steam cone for about 18 hours. The mixture was diluted with water and cooled. The white solid was separated by filtration, washed with water and dried to provide 4.84 g (72%) of 4-chloro-2-methyl-6-(4-morpholino)pyrimidine. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.
In dichloromethane; at -78 - 20℃; The crude 2-methyl-4,6-dichloropyrimidine (41.8 g.; 256 mmol) was dissolved in dichloromethane (200 mL) and chilled to -78C in an inert atmosphere. Morpholine (48 g.; 550 mol) dissolved in dichloromethane (100 mL) was added slowly. The reaction was allowed to warm to room temperature while stirring overnight. The organic layer was washed with saturated ammonium chloride (2x100 mL), dried with sodium sulfate, and evaporated to give 2-methyl-4-chloro-6-morpholino-pyrimidine (48.5 g.; 227 mmol).

  • 3
  • [ 22177-99-7 ]
  • [ 94415-50-6 ]
YieldReaction ConditionsOperation in experiment
84% With hydrazine hydrate; In ethanol; (2-Methyl-6-morpholin-4-yl-pyrimidin-4-yl)-hydrazine A mixture of hydrazine monohydrate (150 ml, 3.09 mmol) and <strong>[22177-99-7]4-(6-chloro-2-methyl-pyrimidin-4-yl)-morpholine</strong> (300 mg, 1.40 mmol) in EtOH (3 ml) was heated under reflux overnight. Additional hydrazine monohydrate (200 ml, 4.20 mmol) was added and the reaction was heated under reflux for a further 24 h. The reaction was allowed to cool to room temperature. The resulting precipitate was collected by filtration to give the title compound (246 mg, 84% yield).
3.15 g (68%) With hydrazine hydrate; In ethanol; Part B Preparation of 4-Hydrazino-2-methyl-6-(4-morpholino)pyrimidine by Scheme I, Step (6) To a mixture of 4.70 g (22 mmole) of <strong>[22177-99-7]4-chloro-2-methyl-6-(4-morpholino)pyrimidine</strong> in 50 ml of ethanol was added 2.2 g (44 mmole) of hydrazine hydrate and the mixture was heated at its reflux temperature for 16 hours. Cooling provided a precipitate which was separated by filtration and washed with ethanol to provide 3.15 g (68%) of white solid 4-hydrazino-2-methyl-6-(4-morpholino)-pyrimidine.
3.15 g (68%) With hydrazine hydrate; In ethanol; Part B. Preparation of 4-Hydrazino-2-methyl-6-(4-morpholino)pyrimidine by Scheme I, Step (6) To a mixture of 4.70 g (22 mmole) of <strong>[22177-99-7]4-chloro-2-methyl-6-(4-morpholino)pyrimidine</strong> in 50 ml of ethanol was added to 2.2 g (44 mmole) of hydrazine hydrate and the mixture was heated at its reflux temperature for 16 hours. Cooling provided a precipitate which was separated by filtration and washed with ethanol to provide 3.15 g (68%) of white solid 4-hydrazino-2-methyl-6-(4-morpholino)pyrimidine.
  • 4
  • [ 558-30-5 ]
  • [ 22177-99-7 ]
  • [ 915134-34-8 ]
YieldReaction ConditionsOperation in experiment
2-Methyl-4-chloro-6-morpholino-pyrimidine (10.7 g.; 50 mmol) was dissolved in tetrahydrofuran (200 mL). The reaction was chilled to -78C under an inert atmosphere. A solution of n-butyllithium in hexanes (25 mL, 2.5M, 62.50 mmol) was added, and the reaction mixture was stirred for thirty minutes. A solution of isobutylene oxide 6.6 mL, 75 mmol) was added, and the reaction was allowed to warm to room temperature while stirring overnight. The solvent was removed under reduced pressure, and the crude material was dissolved in methylene chloride (200 mL) and washed with saturated ammonium chloride (2x50 mL), dried with sodium sulfate, and evaporated to dryness. The compound was purified by column chromatography to give 4-(4-chloro-6-morpholin- 4-yl-pyrimidin-2-yl)-2-methyl-butan-2-ol (6.2 g., 21.7 mmol).
  • 5
  • [ 22177-99-7 ]
  • 2-[(2-Methyl-6-morpholin-4-yl-pyrimidin-4-yl)-hydrazonomethyl]-phenol [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 22177-99-7 ]

Chlorides

Chemical Structure| 58514-89-9

A104463 [58514-89-9]

6-Chloro-N,N,2-trimethylpyrimidin-4-amine

Similarity: 0.86

Chemical Structure| 1189444-94-7

A244500 [1189444-94-7]

4-(6-Chloro-2-trifluoromethylpyrimidin-4-yl)morpholine

Similarity: 0.84

Chemical Structure| 5621-01-2

A333689 [5621-01-2]

6-Chloro-N,2-dimethylpyrimidin-4-amine

Similarity: 0.81

Chemical Structure| 31058-83-0

A386147 [31058-83-0]

6-Chloro-N,N-dimethylpyrimidin-4-amine

Similarity: 0.77

Chemical Structure| 10244-24-3

A164886 [10244-24-3]

4,4'-(6-Chloropyrimidine-2,4-diyl)dimorpholine

Similarity: 0.76

Related Parent Nucleus of
[ 22177-99-7 ]

Morpholines

Chemical Structure| 1189444-94-7

A244500 [1189444-94-7]

4-(6-Chloro-2-trifluoromethylpyrimidin-4-yl)morpholine

Similarity: 0.84

Chemical Structure| 10244-24-3

A164886 [10244-24-3]

4,4'-(6-Chloropyrimidine-2,4-diyl)dimorpholine

Similarity: 0.76

Chemical Structure| 62968-37-0

A129686 [62968-37-0]

4-(2-Chloropyrimidin-4-yl)morpholine

Similarity: 0.74

Chemical Structure| 861031-56-3

A126597 [861031-56-3]

2-Amino-4-morpholin-4-yl-pyrimidine

Similarity: 0.69

Chemical Structure| 35980-77-9

A112966 [35980-77-9]

2-Morpholinopyridin-4-amine

Similarity: 0.66

Pyrimidines

Chemical Structure| 58514-89-9

A104463 [58514-89-9]

6-Chloro-N,N,2-trimethylpyrimidin-4-amine

Similarity: 0.86

Chemical Structure| 1189444-94-7

A244500 [1189444-94-7]

4-(6-Chloro-2-trifluoromethylpyrimidin-4-yl)morpholine

Similarity: 0.84

Chemical Structure| 5621-01-2

A333689 [5621-01-2]

6-Chloro-N,2-dimethylpyrimidin-4-amine

Similarity: 0.81

Chemical Structure| 31058-83-0

A386147 [31058-83-0]

6-Chloro-N,N-dimethylpyrimidin-4-amine

Similarity: 0.77

Chemical Structure| 10244-24-3

A164886 [10244-24-3]

4,4'-(6-Chloropyrimidine-2,4-diyl)dimorpholine

Similarity: 0.76