4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide
- CAS No.
- 404844-11-7
- Chemical Name:
- 4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide
- Synonyms
- Imatinib Impurity 43;Imatinib impurities3;PDGFRα kinase inhibitor 2;Imatinib genotoxic impurity D9;Imatinib Impurity B/ Imatinib Impurity 1;4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-y...;N-[5[[4-(Chloromethyl)benzoyl]amino]-2-methylphenyl]4-(3-pyridyl)-2-pyrimidine;4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide;N-[5-[[4-(Chloromethyl)benzoyl]amino]-2-methylphenyl]-4-(3-pyridyl)-2-pyrimidineamine;Benzamide, 4-(chloromethyl)-N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-
- CBNumber:
- CB01176522
- Molecular Formula:
- C24H20ClN5O
- Molecular Weight:
- 429.9
- MDL Number:
- MFCD09841001
- MOL File:
- 404844-11-7.mol
- MSDS File:
- SDS
| Melting point | 300°C (dec) |
|---|---|
| Density | 1.329 |
| storage temp. | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
| solubility | Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 12.99±0.70(Predicted) |
| color | Pale Yellow to Light Beige |
| CAS DataBase Reference | 404844-11-7 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide price More Price(30)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| ChemScene | CS-0205716 | PDGFRα kinase inhibitor 2 98.95% | 404844-11-7 | 10mg | $49 | 2026-06-04 | Buy |
| ChemScene | CS-0205716 | PDGFRα kinase inhibitor 2 98.95% | 404844-11-7 | 25mg | $81 | 2026-06-04 | Buy |
| ChemScene | CS-0205716 | PDGFRα kinase inhibitor 2 98.95% | 404844-11-7 | 50mg | $119 | 2026-06-04 | Buy |
| ChemScene | CS-0205716 | PDGFRα kinase inhibitor 2 98.95% | 404844-11-7 | 100mg | $179 | 2026-06-04 | Buy |
| Matrix Scientific | 293397 | 4-(Chloromethyl)-N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide | 404844-11-7 | 250.00mg | $102 | 2026-05-19 | Buy |
4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide Chemical Properties, Uses, Production
Chemical Properties
Off-White Solid
Uses
Gleevec Impurity
Synthesis
876-08-4
152460-10-1
404844-11-7
1. 6-Methyl-N1-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine (10.0 g, 36.0 mmol) and triethylamine (10.0 ml, 72.2 mmol) were dissolved in tetrahydrofuran (100 mL). The solution was cooled to 0 °C with stirring and kept for 10 min. 2. A solution of 4-(chloromethyl)benzoyl chloride (7.8 g, 41.4 mmol) in tetrahydrofuran (50 mL) was added dropwise. After stirring at 0 °C for 4 h, water (500 mL) was added dropwise to the reaction mixture and a pale yellow precipitate appeared. 3. The precipitate was collected by filtration, washed with water (2 x 500 ml) and dried under reduced pressure to afford 4-(chloromethyl)-N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide (15.1 g, yield: 97.4%) as a light yellow solid. 4. The substance (4 g, 93 mmol) and tert-butyl piperazine carboxylate (8.8 g, 465 mmol) were dissolved in N-methyl-2-pyrrolidone (20 mL). The solution was reacted under microwave conditions at 120°C for 1 hr. 5. After cooling to room temperature, dichloromethane (50 mL) was added to the reaction mixture. The resulting mixture was extracted with 1M hydrochloric acid (20mL). The acidic aqueous phase was neutralized with sodium carbonate and then extracted with dichloromethane (2 x 50 mL). 6. The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography (pentane/ethyl acetate) to give 4 g of 4-(4-((4-methyl-3-((4-(4-(pyridin-3-yl)pyrimidin-2- yl)tert-butyl)amino)phenyl)carbamoyl)benzyl)piperazine-1-carboxylate (72% yield) as a yellow solid. 7. The substance (580 mg, 1 mmol) was dissolved in an ethyl acetate solution of hydrochloric acid (5 mL, 4 M). The reaction mixture was stirred at room temperature for 2 hours and then concentrated under reduced pressure to give N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)-4-(piperazin-1-ylmethyl)benzamide hydrochloride. 8. (5Z,8Z,11Z,14Z,17Z)-Eicos-5,8,11,14,17-pentaenoic acid (EPA, 0.27 g, 0.92 mmol) was substituted with HATU (0.47 g, 1.24 mmol), triethylamine (0.25 g, 2.49 mmol), and N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2 -yl)amino)phenyl)-4-(piperazin-1-ylmethyl)benzamide hydrochloride (0.4 g, 0.83 mmol) were reacted in 15 mL of dichloromethane. The reaction mixture was stirred at room temperature for 16 hours. 9. The reaction mixture was diluted with dichloromethane (100 mL). The organic layer was washed with aqueous ammonium chloride (3 x 100 mL), brine (3 x 100 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue obtained was purified by silica gel chromatography (gradient elution, 2:1 pentane/ethyl acetate to 100% ethyl acetate) to give 0.4 g of 4-((4-((5Z,8Z,11Z,14Z,17Z)-eicos-5,8,11,14,17-pentenoyl)piperazin-1-yl)methyl)-N-(4-methyl-3-((4-(pyridin-3-yl)) pyrimidin-2-yl)amino)phenyl)benzamide (62% yield).
References
[1] ChemMedChem, 2017, vol. 12, # 7, p. 487 - 501
[2] Patent: WO2014/204856, 2014, A1. Location in patent: Paragraph 0310-0311
[3] Patent: WO2006/71130, 2006, A2. Location in patent: Page/Page column 25-27
[4] Tetrahedron Letters, 2012, vol. 53, # 49, p. 6657 - 6661
[5] Patent: US9095622, 2015, B2. Location in patent: Page/Page column 33
4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
| Chemsky(shanghai)International Co.,Ltd. | 021-50135380 | shchemsky@sina.com | China | 32273 | 50 |
| China Langchem Inc. | 0086-21-58956006 | China | 7798 | 57 | |
| BOC Sciences | 1-631-485-4226; 16314854226 | info@bocsci.com | United States | 9920 | 65 |
| Chengdu HappySyn Pharmaceutical Technology Co., Ltd. | 85114309 18982182443 | yangli@happysyn.com | China | 2297 | 55 |
| Guangzhou Isun Pharmaceutical Co., Ltd | 020-39119399 18927568969 | isunpharm@qq.com | China | 4773 | 55 |
| Hubei XinyuanShun Chemical Co., Ltd. | 13971561712, 13995564702, 027-50664929 | hbeixys2001@163.com | China | 3110 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
| Quality Control Solutions Ltd. | 0755-66853366 13670046396 | orders@qcsrm.com | China | 18188 | 56 |
View Latest Price from 4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-09-10 | Imatinib impurities3
404844-11-7
|
$36.00-81.00 | 98.63% | 10g | TargetMol Chemicals Inc. | ||
![]() |
2020-01-08 | 4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide
404844-11-7
|
$2.00 | 1g | 98%MIN | Career Henan Chemical Co |
-

- Imatinib impurities3
404844-11-7
- $36.00-81.00
- 98.63%
- TargetMol Chemicals Inc.
-
![4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide pictures](https://img.chemicalbook.com/ProductImageEN/2020-1/Small/eb4cf246-1b2e-4981-a7f4-a609401c9eef.jpg)
- 4-Chloromethyl-N-[4-methyl-3-[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]phenyl]benzamide
404844-11-7
- $2.00
- 98%MIN
- Career Henan Chemical Co





