Home Cart 0 Sign in  
X

[ CAS No. 227199-07-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 227199-07-7
Chemical Structure| 227199-07-7
Chemical Structure| 227199-07-7
Structure of 227199-07-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 227199-07-7 ]

Related Doc. of [ 227199-07-7 ]

Alternatived Products of [ 227199-07-7 ]
Product Citations

Product Details of [ 227199-07-7 ]

CAS No. :227199-07-7 MDL No. :MFCD00245737
Formula : C9H8ClNO3 Boiling Point : -
Linear Structure Formula :- InChI Key :HBIYZYYNHWRQMC-UHFFFAOYSA-N
M.W : 213.62 Pubchem ID :735851
Synonyms :

Safety of [ 227199-07-7 ]

Signal Word:Danger Class:8
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501 UN#:1759
Hazard Statements:H302-H315-H318-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 227199-07-7 ]

* 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 [ 227199-07-7 ]

[ 227199-07-7 ] Synthesis Path-Downstream   1~24

  • 1
  • [ 79-04-9 ]
  • [ 227199-07-7 ]
YieldReaction ConditionsOperation in experiment
With sodium acetate; acetic acid
  • 2
  • [ 227199-07-7 ]
  • [ 479690-29-4 ]
  • <i>N</i>-benzo[1,3]dioxol-5-yl-2-[3-(6-oxo-1,6-dihydro-pyridazin-3-ylmethyl)-phenoxy]-acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
17.7% With sodium hydride In N,N-dimethyl-formamide at 20℃;
  • 3
  • [ 14268-66-7 ]
  • [ 79-04-9 ]
  • [ 227199-07-7 ]
YieldReaction ConditionsOperation in experiment
77% With TEA In dichloromethane at 20℃; for 1h; N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (Compound 5) N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (Compound 5) To the solution of benzo[d][1,3]dioxol-5-amine (200 mg, 1.458 mmol), TEA (0.610 mL, 4.38 mmol) in DCM (5 mL) was added 2-chloroacetyl chloride (0.139 mL, 1.75 mmol) at room temperature. After 1 hr, concentration and purification on combiflash (4 g, EtOAc/Hexane) gave N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (239 mg, 1.119 mmol, 77% yield). 1HNMR (400 MHz, CDCl3) δ 8.12(br-s, 1H), 7.23 (s, 1H), 6.85 (d, J=8 Hz, 1H), 6.78 (d, J=8 Hz, 1H), 5.97 (s, 2H), 4.18 (s, 2H) ESI-MS: m/z 213.96 (M+H)+
77% With triethylamine In dichloromethane at 20℃; for 1h; N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (Compound 5) To the solution of benzo[d][1,3]dioxol-5-amine (200 mg, 1.458 mmol), TEA (0.610 mL, 4.38 mmol) in DCM (5 mL) was added 2-chloroacetyl chloride (0.139 mL, 1.75 mmol) at room temperature. After 1 hr, concentration and purification on combifalsh (4 g, EtOAc/Hexane) gave N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (239 mg, 1.119 mmol, 77% yield). 1HNMR (400 MHz, CDCl3) δ 8.12 (br-s, 1H), 7.23 (s, 1H), 6.85 (d, J=8 Hz, 1H), 6.78 (d, J=8 Hz, 1H), 5.97 (s, 2H), 4.18 (s, 2H) ESI-MS: m/z 213.96 (M+H)+
74% With potassium carbonate In dichloromethane for 4h; Heating;
70% In N,N-dimethyl acetamide at 0 - 20℃;
With triethylamine In dichloromethane at 5℃; for 0.5h;
In 1,4-dioxane at 0 - 25℃; for 1h;
With potassium carbonate In acetonitrile at 0℃; for 2h;
In acetic acid at 0 - 20℃; 4.2. General procedure for synthesis of benzaldehydes required forthe preparation of compounds 35-72 General procedure: Various substituted anilines were dissolved in glacial acetic acidat 0 °C, to this was added over 30 min choloroacetylchloride (2equivalents). The reaction mixture was brought to room temperatureand stirred overnight. Saturated sodium bicarbonate solutionwas added till complete neutralization. The resulting precipitatewas filtered off and washed with n-hexane and dried. The resultantproduct was used further without any purification. Either of 3-hydroxy benzaldehyde, 4-hydroxy benzaldehyde, vanillin or isovanillin(1 equivalent) was dissolved in acetone and potassiumcarbonate (2 equivalents) was added. Then correspondingsubstituted acetamide was mixed to the stirring solution. Finally,potassium iodide (1.5 equivalent) was added. The reaction mixturewas refluxed for 8-10 h. After completion of reaction, the resultantmixture was concentrated and treated with water and extractedwith ethyl acetate (3 x 20 mL). The organic layers were combinedand treated with brine and dried over sodium sulfate andconcentrated. The crude mixture was purified over silica gel(60-120) using petroleum ether: ethyl acetate (9:1).
Stage #1: benzo[1,3]dioxolo-5-ylamine With sodium hydrogencarbonate In chloroform at 20℃; for 0.25h; Stage #2: chloroacetyl chloride In chloroform at 20℃; for 2h;

Reference: [1]Current Patent Assignee: UNIVERSITY OF UTAH - US2019/31655, 2019, A1 Location in patent: Paragraph 0202-0204
[2]Current Patent Assignee: STINGRAY THERAPEUTICS - US2020/39979, 2020, A1 Location in patent: Paragraph 0194-0195
[3]Baraldi, Pier Giovanni; Preti, Delia; Tabrizi, Mojgan Aghazadeh; Fruttarolo, Francesca; Saponaro, Giulia; Baraldi, Stefania; Romagnoli, Romeo; Moorman, Allan R.; Gessi, Stefania; Varani, Katia; Borea, Pier Andrea [Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 7, p. 2514 - 2527]
[4]Flipo, Marion; Willand, Nicolas; Lecat-Guillet, Nathalie; Hounsou, Candide; Desroses, Matthieu; Leroux, Florence; Lens, Zoé; Villeret, Vincent; Wohlkönig, Alexandre; Wintjens, René; Christophe, Thierry; Kyoung Jeon, Hee; Locht, Camille; Brodin, Priscille; Baulard, Alain R; Déprez, Benoit [Journal of Medicinal Chemistry, 2012, vol. 55, # 14, p. 6391 - 6402]
[5]Chintakunta, Vamsee Krishna; Akella, Venkateswarlu; Vedula, Manohar Sharma; Mamnoor, Prem Kumar; Mishra, Parimal; Casturi, Seshagiri Rao; Vangoori, Akhila; Rajagopalan, Ramanujam [European Journal of Medicinal Chemistry, 2002, vol. 37, # 4, p. 339 - 347]
[6]Khanna, Smriti; Madan, Manjula; Vangoori, Akhila; Banerjee, Rahul; Thaimattam, Ram; Jafar Sadik Basha; Ramesh, Mullangi; Casturi, Seshagiri Rao; Pal, Manojit [Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 14, p. 4820 - 4833]
[7]Wang, Yong; Chan, Fung-Yi; Sun, Ning; Lui, Hok-Kiu; So, Pui-Kin; Yan, Siu-Cheong; Chan, Kin-Fai; Chiou, Jiachi; Chen, Sheng; Abagyan, Ruben; Leung, Yun-Chung; Wong, Kwok-Yin [Chemical Biology and Drug Design, 2014, vol. 84, # 6, p. 685 - 696]
[8]Sonawane, Vinay; Mohd Siddique, Mohd Usman; Jadav, Surender Singh; Sinha, Barij Nayan; Jayaprakash, Venkatesan; Chaudhuri, Bhabatosh [European Journal of Medicinal Chemistry, 2019, vol. 165, p. 115 - 132]
[9]Li, Qi; Chen, Ying; Xing, Shuaishuai; Liao, Qinghong; Xiong, Baichen; Wang, Yuanyuan; Lu, Weixuan; He, Siyu; Feng, Feng; Liu, Wenyuan; Chen, Yao; Sun, Haopeng [Journal of Medicinal Chemistry, 2021, vol. 64, # 10, p. 6856 - 6876]
  • 4
  • [ 227199-07-7 ]
  • [ 53-86-1 ]
  • [1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid (benzo[1,3]dioxol-5-ylcarbamoyl)methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% With dmap; triethylamine at 25℃; for 24h;
  • 6
  • [ 227199-07-7 ]
  • [ 936633-12-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 55 percent / K2CO3 / acetone / 12 h / Heating 2: 76 percent / NaBH4 / Pd/C / methanol; H2O / 20 °C
  • 7
  • [ 227199-07-7 ]
  • 5-{6-[4-(benzo[1,3]dioxol-5-ylcarbamoylmethoxy)-phenylamino]-purin-9-yl}-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 55 percent / K2CO3 / acetone / 12 h / Heating 2: 76 percent / NaBH4 / Pd/C / methanol; H2O / 20 °C 3: 48 percent / triethylamine / ethanol / 12 h / 100 - 110 °C 4: 75 percent / trifluoroacetic acid / H2O / 3 h / 20 °C
  • 8
  • [ 227199-07-7 ]
  • [ 936632-75-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 55 percent / K2CO3 / acetone / 12 h / Heating 2: 76 percent / NaBH4 / Pd/C / methanol; H2O / 20 °C 3: 48 percent / triethylamine / ethanol / 12 h / 100 - 110 °C
YieldReaction ConditionsOperation in experiment
92%
With triethylamine In dichloromethane at 0 - 20℃; B.B3 2-chloro-N-(2, 3-Dihydro-lH-inden-5-yl)acetamide General procedure: 2,3-Dihydro-lH-inden-5- amine (13.32 g, 0.01 mole), 15 mL of triethylamine were added to 200 mL of dichloromethane in a 500 mL round bottom flask. The flask was cooled to 0°C and chloroacetyl chloride (11.12 g, 0.01 mole) in 50 mL of dichloromethane was slowly added. The reaction was warmed to room temperature and stirred overnight. The mixture was evaporated under vacuum and the residue was dissolved in 200 mL of ethyl acetate and 100 mL of water. The organic layer was washed successively with NaHC03, 10 % citric acid, brine and dried over sodium sulfate and the organic layer was evaporated under vacuum to afford as a white solid 2.1 g (98 % yield) of the target compound 2-Chloro-N-(2, 3-dihydro-lH-inden-5-yl) acetamide. 1H NMR (400 MHz, DMSO-d6) δ 1.95 (m, 2H), 2.80 (m, 4H), 4.24 (s, 3H), 7.18 - 7.31 (m, 2H), 7.58 (m, 1H), MS (EI) 210[(M+1)+].
  • 10
  • [ 14268-66-7 ]
  • [ 227199-07-7 ]
YieldReaction ConditionsOperation in experiment
92% 291.A N-1,3-benzodioxol-5-yl-2-chloroacetamide EXAMPLE 291A N-1,3-benzodioxol-5-yl-2-chloroacetamide The procedure described in Example 33A was followed, substituting benzo[1,3]dioxol-5-ylamine for 3-methylaniline to provide the title compound (92% yield) as a brown solid. 1H NMR (300 MHz, CDCl3) δ 4.2 (s, 2H), 5.98 (s, 2H), 6.78 (d, 1H, J=9 Hz,), 6.83 (dd 1H, J=9 Hz, 3 Hz), 7.22 (d, 1H, J=3 Hz,), 8.10 (br s, 1H); MS (DCI/NH3) m/e 213 (M+H)+.
  • 12
  • [ 402-45-9 ]
  • [ 227199-07-7 ]
  • [ 850478-03-4 ]
YieldReaction ConditionsOperation in experiment
66% Stage #1: 4-hydroxybenzotrifluoride With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: α-chloro-N-(3,4-methylenedioxyphenyl)acetamide In water; N,N-dimethyl-formamide at 50℃; for 96h;
  • 13
  • [ 713-68-8 ]
  • [ 227199-07-7 ]
  • [ 326610-45-1 ]
YieldReaction ConditionsOperation in experiment
61% Stage #1: meta-phenoxyphenol With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: α-chloro-N-(3,4-methylenedioxyphenyl)acetamide In water; N,N-dimethyl-formamide at 50℃; for 96h;
  • 14
  • [ 92-69-3 ]
  • [ 227199-07-7 ]
  • [ 939246-33-0 ]
YieldReaction ConditionsOperation in experiment
49% Stage #1: 4-Phenylphenol With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: α-chloro-N-(3,4-methylenedioxyphenyl)acetamide In water; N,N-dimethyl-formamide at 50℃; for 96h;
  • 15
  • 3-cyano-6-isobutyl-4-trifluoromethyl-2(1H)-pyridinethione [ No CAS ]
  • [ 227199-07-7 ]
  • 3-amino-6-isobutyl-N-(3,4-methylenedioxyphenyl)-4-trifluoromethylthieno[2,3-b]pyridine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With sodium ethanolate In ethanol Reflux;
  • 16
  • [ 227199-07-7 ]
  • N-(benzo[d][1,3]dioxol-5-yl)-2-(3-(2-carbamimidoylhydrazono)-2-oxoindolin-1-yl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Cooling with ice 1.2: 80 °C 2.1: acetic acid / Reflux
  • 17
  • [ 91-56-5 ]
  • [ 227199-07-7 ]
  • C17H12N2O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: indole-2,3-dione With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Cooling with ice; Stage #2: α-chloro-N-(3,4-methylenedioxyphenyl)acetamide In N,N-dimethyl-formamide at 80℃;
  • 18
  • [ 227199-07-7 ]
  • [ 190579-92-1 ]
  • 3-amino-N-(benzo[d][1,3]dioxol-5-yl)-6-(thiophen-2-yl)thieno[2,3-b]pyridine-2-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide In water; N,N-dimethyl-formamide at 20℃; 7 4.1.6 General procedure for the preparation of compounds 9 and 10 General procedure: To a solution of crude products 6 from above procedure in DMF (3mL) added aqueous 10% KOH solution (3mL) followed by the addition of chloroacetamides (for 9 and 10, respectively) at room temperature. The resulting mixture was stirred overnight at room temperature. Then H2O (3mL) was added to the mixture so that the desire product can be precipitated. The solid precipitate was collected by filtration, washed with MeOH (2mL) and dried under reduced pressure to obtain the products 9 and 10 as yellow solid.
  • 19
  • [ 227199-07-7 ]
  • C23H17N3O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium carbonate; potassium iodide / acetone / Reflux 2.1: sodium acetate / N,N-dimethyl-formamide / 0.17 h 2.2: Heating
  • 20
  • [ 227199-07-7 ]
  • [ 123-08-0 ]
  • C16H13NO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; potassium iodide In acetone Reflux; 4.2. General procedure for synthesis of benzaldehydes required forthe preparation of compounds 35-72 General procedure: Various substituted anilines were dissolved in glacial acetic acidat 0 °C, to this was added over 30 min choloroacetylchloride (2equivalents). The reaction mixture was brought to room temperatureand stirred overnight. Saturated sodium bicarbonate solutionwas added till complete neutralization. The resulting precipitatewas filtered off and washed with n-hexane and dried. The resultantproduct was used further without any purification. Either of 3-hydroxy benzaldehyde, 4-hydroxy benzaldehyde, vanillin or isovanillin(1 equivalent) was dissolved in acetone and potassiumcarbonate (2 equivalents) was added. Then correspondingsubstituted acetamide was mixed to the stirring solution. Finally,potassium iodide (1.5 equivalent) was added. The reaction mixturewas refluxed for 8-10 h. After completion of reaction, the resultantmixture was concentrated and treated with water and extractedwith ethyl acetate (3 x 20 mL). The organic layers were combinedand treated with brine and dried over sodium sulfate andconcentrated. The crude mixture was purified over silica gel(60-120) using petroleum ether: ethyl acetate (9:1).
  • 21
  • 5-methoxythiazolo[4,5-b]pyridine-2-thiol [ No CAS ]
  • [ 227199-07-7 ]
  • N-(benzo[d][1,3]dioxol-5-yl)-2-((5-methoxythiazolo[4,5-b]pyridin-2-yl)thio)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
50.6% With triethylamine; sodium iodide In acetonitrile at 65℃; for 1.5h; N-(benzo[d][1,3]dioxol-5-yl)-2-((5-methoxythiazolo[4,5-b]pyridin-2-yl)thio)acetamide (Compound 6) N-(benzo[d][1,3]dioxol-5-yl)-2-((5-methoxythiazolo[4,5-b]pyridin-2-yl)thio)acetamide (Compound 6) The reaction mixture of 5-methoxythiazolo[4,5-b]pyridine-2-thiol (18.56 mg, 0.094 mmol), N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (20 mg, 0.094 mmol), sodium iodide (1 mg, 6.67 μmol), triethylamine (0.039 mL, 0.281 mmol) in Acetonitrile (1 mL) was heated at 65° C. for 1.5 hr. Concentration and purification on combiflash (4 g, MeOH/DCM) gave N-(benzo[d][1,3] dioxol-5-yl)-2-((5-methoxythiazolo[4,5-b ]pyridin-2-yl)thio)acetamide (17.8 mg, 0.047 mmol, 50.6% yield) 1HNMR (400 MHz, CDCl3) δ 9.63 (s, 1H), 8.01 (d, J=8.8 Hz, 2H), 7.22 (s, 1H), 6.86 (d, J=8.8 Hz, 1H), 6.72 (m, 3H), 5.93 (s, 2H), 4.02 (s, 2H), 3.99 (s, 3H), ESI-MS: m/z 376.0 (M+H)+
50.6% With triethylamine; sodium iodide In acetonitrile at 65℃; for 1.5h; N-(benzo[d][1,3]dioxol-5-yl)-2-((5-methoxythiazolo[4,5-b]pyridin-2-yl)thio)acetamide (Compound 6) The reaction mixture of 5-methoxythiazolo[4,5-b]pyridine-2-thiol (18.56 mg, 0.094 mmol), N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (20 mg, 0.094 mmol), sodium iodide (I mg, 6.67 μmol), triethylamine (0.039 mL, 0.281 mmol) in Acetonitrile (1 mL) was heated at 65° C. for 1.5 hr. Concentration and purification on combiflash (4 g, MeOH/DCM) gave N-(benzo[d][1,3] dioxol-5-yl)-2-((5-methoxythiazolo[4,5-b]pyridin-2-yl)thio)acetamide (17.8 mg, 0.047 mmol, 50.6% yield) 1HNMR (400 MHz, CDCl3) δ 9.63 (s, 1H), 8.01 (d, J=8.8 Hz, 2H), 7.22 (s, 1H), 6.86 (d, J=8.8 Hz, 1H), 6.72 (m, 3H), 5.93 (s, 2H), 4.02 (s, 2H), 3.99 (s, 3H), ESI-MS: m/z 376.0 (M+H)+
  • 22
  • 7-methyl-1H-imidazo[4,5-c]pyridine-2-thiol [ No CAS ]
  • [ 227199-07-7 ]
  • N-(benzo[d][1,3]dioxol-5-yl)-2-((7-methyl-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% With triethylamine; sodium iodide In acetonitrile at 65℃; for 2h; N-(benzo[d][1,3]dioxol-5-yl)-2-((7-methyl-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (Compound 10) N-(benzo[d][1,3]dioxol-5-yl)-2-((7-methyl-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (Compound 10) The reaction mixture of 7-methyl-1H-imidazo[4,5-c]pyridine-2-thiol (15.47 mg, 0.094 mmol), N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (20 mg, 0.094 mmol), sodium iodide (1 mg, 6.67 μmol), triethylamine (0.039 mL, 0.281 mmol) in acetonitrile (1 mL) was heated to 65° C. for 2 hr. Concentration and purification on combiflash (4 g, DCM/MeOH) gave N-(benzo[d][1,3] dioxol-5-yl)-2-((7-methyl-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (33.7 mg, 0.098 mmol, 100% yield) 1HNMR (400 MHz, CDCl3) δ 8.01 (m, 2H), 7.09 (m, 3H), 6.69 (m, 1H), 5.88 (s, 2H), 3.94 (s, 2H).2.52 (s, 3H). ESI-MS: m/z 342.98(M+H)+
100% With triethylamine; sodium iodide In acetonitrile at 65℃; for 2h; N-(benzo[d][1,3]dioxol-5-yl)-2-((7-methyl-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (Compound 10) The reaction mixture of 7-methyl-1H-imidazo[4,5-c]pyridine-2-thiol (15.47 mg, 0.094 mmol), N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (20 mg, 0.094 mmol), sodium iodide (1 mg, 6.67 μmol), triethylamine (0.039 mL, 0.281 mmol) in acetonitrile (1 mL) was heated to 65° C. for 2 hr. Concentration and purification on combiflash (4 g, DCM/MeOH) gave N-(benzo[d][1,3] dioxol-5-yl)-2-((7-methyl-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (33.7 mg, 0.098 mmol, 100% yield) 1HNMR (400 MHz, CDCl3) δ 8.01 (m, 2H), 7.09 (m, 3H), 6.69 (m, 1H), 5.88 (s, 2H), 3.94 (s, 2H). 2.52 (s, 3H). ESI-MS: m/z 342.98 (M+H)+
  • 23
  • 6-chloro-3H-imidazo[4,5-c]pyridine-2-thiol [ No CAS ]
  • [ 227199-07-7 ]
  • N-(benzo[d][1,3]dioxol-5-yl)-2-((6-chloro-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
34.7% With triethylamine; sodium iodide In acetonitrile at 65℃; for 1.5h; N-(benzo[d][1,3]dioxol-5-yl)-2-((6-chloro-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (Compound 7) N-(benzo[d][1,3]dioxol-5-yl)-2-((6-chloro-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (Compound 7) The reaction mixture of 6-chloro-1H-imidazo[4,5-c]pyridine-2-thiol (17.38 mg, 0.094 mmol), N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (20 mg, 0.094 mmol), sodium iodide (1 mg, 6.67 μmol), triethylamine (0.039 mL, 0.281 mmol) in acetonitrile (1 mL) was heated at 65° C. for 1.5 hr. Concentration and purification on combiflash (4 g, MeOH/DCM) gave N-(benzo[d][1,3]dioxol-5-yl)-2-((6-chloro-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (11.8 mg, 0.033 mmol, 34.7% yield). 1HNMR (400 MHz, CDCl3) δ 8.44 (s, 1H), 7.34 (s, 1H), 7.13 (s, 1H), 6.75 (d, J=8.4 Hz, 1H), 6.64 (d, J=8.0 Hz 1H), 5.84 (s, 2H), 3.94 (s, 2H), ESI-MS: m/z 362.98 (M+H)+
34.7% With triethylamine; sodium iodide In acetonitrile at 65℃; for 1.5h; N-(benzo[d][1,3]dioxol-5-yl)-2-((6-chloro-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (Compound 7) The reaction mixture of 6-chloro-1H-imidazo[4,5-c]pyridine-2-thiol (17.38 mg, 0.094 mmol), N-(benzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (20 mg, 0.094 mmol), sodium iodide (1 mg, 6.67 μmol), triethylamine (0.039 mL, 0.281 mmol) in acetonitrile (1 mL) was heated at 65° C. for 1.5 hr. Concentration and purification on combiflash (4 g, MeOH/DCM) gave N-(benzo[d][1,3] dioxol-5-yl)-2-((6-chloro-1H-imidazo[4,5-c]pyridin-2-yl)thio)acetamide (11.8 mg, 0.033 mmol, 34.7% yield). 1HNMR (400 MHz, CDCl3) δ 8.44 (s, 1H), 7.34 (s, 1H), 7.13 (s, 1H), 6.75 (d, J=8.4 Hz, 1H), 6.64 (d, J=8.0 Hz 1H), 5.84 (s, 2H), 3.94 (s, 2H), ESI-MS: m/z 362.98 (M+H)+
  • 24
  • [ 227199-07-7 ]
  • [ 332026-86-5 ]
  • 2-(2-(4-amino-1,2,5-oxadiazol-3-yl)-1H-benzo[d]imidazol-1-yl)-N-(benzo[d][1,3]dioxol-5-yl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 7h;
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 227199-07-7 ]

Chlorides

Chemical Structure| 17640-79-8

[ 17640-79-8 ]

2-Chloro-N-(4-hydroxy-3-methoxyphenyl)acetamide

Similarity: 0.91

Chemical Structure| 62593-78-6

[ 62593-78-6 ]

2-Chloro-N-(3,4-dimethoxyphenyl)acetamide

Similarity: 0.91

Chemical Structure| 39901-45-6

[ 39901-45-6 ]

2-Chloro-N-(3,4,5-trimethoxyphenyl)acetamide

Similarity: 0.89

Chemical Structure| 90476-87-2

[ 90476-87-2 ]

N-(Benzo[d][1,3]dioxol-5-yl)-2-chloropropanamide

Similarity: 0.88

Chemical Structure| 17641-08-6

[ 17641-08-6 ]

2-Chloro-N-(3-methoxyphenyl)acetamide

Similarity: 0.87

Amides

Chemical Structure| 17640-79-8

[ 17640-79-8 ]

2-Chloro-N-(4-hydroxy-3-methoxyphenyl)acetamide

Similarity: 0.91

Chemical Structure| 62593-78-6

[ 62593-78-6 ]

2-Chloro-N-(3,4-dimethoxyphenyl)acetamide

Similarity: 0.91

Chemical Structure| 39901-45-6

[ 39901-45-6 ]

2-Chloro-N-(3,4,5-trimethoxyphenyl)acetamide

Similarity: 0.89

Chemical Structure| 13067-19-1

[ 13067-19-1 ]

N-(Benzo[d][1,3]dioxol-5-yl)acetamide

Similarity: 0.89

Chemical Structure| 90476-87-2

[ 90476-87-2 ]

N-(Benzo[d][1,3]dioxol-5-yl)-2-chloropropanamide

Similarity: 0.88

Amines

Chemical Structure| 17640-79-8

[ 17640-79-8 ]

2-Chloro-N-(4-hydroxy-3-methoxyphenyl)acetamide

Similarity: 0.91

Chemical Structure| 62593-78-6

[ 62593-78-6 ]

2-Chloro-N-(3,4-dimethoxyphenyl)acetamide

Similarity: 0.91

Chemical Structure| 39901-45-6

[ 39901-45-6 ]

2-Chloro-N-(3,4,5-trimethoxyphenyl)acetamide

Similarity: 0.89

Chemical Structure| 13067-19-1

[ 13067-19-1 ]

N-(Benzo[d][1,3]dioxol-5-yl)acetamide

Similarity: 0.89

Chemical Structure| 90476-87-2

[ 90476-87-2 ]

N-(Benzo[d][1,3]dioxol-5-yl)-2-chloropropanamide

Similarity: 0.88

Related Parent Nucleus of
[ 227199-07-7 ]

Other Aromatic Heterocycles

Chemical Structure| 13067-19-1

[ 13067-19-1 ]

N-(Benzo[d][1,3]dioxol-5-yl)acetamide

Similarity: 0.89

Chemical Structure| 90476-87-2

[ 90476-87-2 ]

N-(Benzo[d][1,3]dioxol-5-yl)-2-chloropropanamide

Similarity: 0.88