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Chemical Structure| 263270-52-6 Chemical Structure| 263270-52-6

Structure of 263270-52-6

Chemical Structure| 263270-52-6

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Product Details of [ 263270-52-6 ]

CAS No. :263270-52-6
Formula : C5H2Cl2N2O
M.W : 176.99
SMILES Code : O=C(Cl)C1=CC(Cl)=NC=N1
MDL No. :MFCD12547222
InChI Key :FAJZIXITZFFSPC-UHFFFAOYSA-N
Pubchem ID :18422098

Safety of [ 263270-52-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H312-H314-H332
Precautionary Statements:P260-P261-P264-P270-P271-P280-P301+P312-P301+P330+P331-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P321-P322-P330-P363-P405-P501
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 263270-52-6 ]

* 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 [ 263270-52-6 ]

[ 263270-52-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 263270-52-6 ]
  • [ 53297-70-4 ]
  • [ 1114592-11-8 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 0℃; for 0.5h; A cooled (0 0C) solution of e-chloropyhmidine^-carbonyl chloride (4.56 g; 25.8 mmol) in DCM (80 ml) was treated dropwise over 30 minutes with a solution of <strong>[53297-70-4]4-amino-3-methyl-benzenesulfonamide</strong> (4.00 g; 21.5 mmol) and DIEA (7.40 ml; 43.0 mmol) in anhydrous DMF (10 ml_). At the end of addition the reaction mixture was concentrated under vacuum and the residue was taken up in EtOAc (200 mL). The organic phase was washed with water/brine (80 mL). A precipitate was formed, which was filtered and dried under vacuum to afford the crude product which was recrystallized from EtOH. The title product was obtained as a white solid. 1H NMR (300MHz, DMSO-d6) delta 10.65 (1 H, br s), 9.31 (1 H, d, J= 1.1 Hz), 8.24 (1 H, d, J= 1.1 Hz), 7.85-7.68 (3H, m), 7.33 (2H, br s), 2.36 (3H, s). MS (ESI-): 325.1. HPLC (Condition A): Rt 2.73 min (HPLC purity 100.0%).
  • 2
  • [ 263270-52-6 ]
  • [ 2343-22-8 ]
  • [ 1158918-75-2 ]
YieldReaction ConditionsOperation in experiment
60% With sodium hydroxide; In dichloromethane; for 1h;Cooling with acetone-ice; (6-chloro-pyrimidin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone 0.92 g (4.9 mmol) 6-chloro-pyrimidine-4-carboxylic acid chloride in 40 mL DCM were cooled in an ice/acetone bath and mixed with 0.67 g (4.9 mmol) <strong>[2343-22-8]5-fluoro-2,3-dihydro-1H-indole</strong>. Another 5 mL (5.0 mmol) of a 1N aqueous sodium hydroxide solution were added dropwise and the mixture was stirred for 1 h with cooling. Then 50 mL of a saturated sodium hydrogen carbonate solution were added and the mixture was stirred for a further 10 min. The organic phase was separated off, extracted with 1N aqueous hydrochloric acid solution and with water, dried and evaporated down. Yield: 0.81 mg (60% of theoretical) ESI-MS: m/z=278 (M+H)+ Rt(HPLC-MS): 1.50 min (method C)
  • 3
  • [ 263270-52-6 ]
  • [ 230301-11-8 ]
  • [ 74-88-4 ]
  • (S)-6-chloro-N-(2-hydroxy-3-(1-methyl-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)propyl)pyrimidine-4-carboxamide [ No CAS ]
  • C21H30N8O3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
To a mixture of (S)- 1 -amino-3-( 1-methyl-i ,4,6,7-tetrahydro-5H-pyrazolo [4,3- c]pyridin-5-yl)propan-2-ol and (S)- 1 -amino-3- (2-methyl-2,4,6,7-tetrahydro-5H-pyrazolo [4,3- c]pyridin-5-yl)propan-2-ol (1.16 g, crude) in DCM (40 mL) was added Et3N (2 mL) at 17 C. The mixture was stuffed at 17 C for 0.5 h, and then 6-chloropyrimidine-4-carbonyl chloride (800 mg, 4.5mmol) was added at 17 C. LCMS showed the reaction completed, the reaction mixture was diluted with water (50 mL), extracted with DCM(100 mLx3). The combined organic layer was concentrated to give the crude product which were then purified by column chromatography on silica gel to give the mixture of title compounds as a yellow oil (1.2 g, 75.9%). LCMS (mlz): 351.2 [M+H]+.
 

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