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Structure of 147699-19-2

Chemical Structure| 147699-19-2

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Product Details of [ 147699-19-2 ]

CAS No. :147699-19-2
Formula : C13H25NO5S
M.W : 307.41
SMILES Code : O=C(N1CCC(CCOS(=O)(C)=O)CC1)OC(C)(C)C
MDL No. :MFCD11007804
InChI Key :WSNYPQZNUKSYBI-UHFFFAOYSA-N
Pubchem ID :15229596

Safety of [ 147699-19-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 147699-19-2 ]

* 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 [ 147699-19-2 ]

[ 147699-19-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 612501-52-7 ]
  • [ 147699-19-2 ]
  • 6-[2-(1-tert-butoxycarbonyl)piperidin-4-yl]ethoxy}-4-(3-chloro-2-fluoroanilino)-7-methoxyquinazoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% With potassium carbonate; In N,N-dimethyl acetamide; at 60℃; for 16h; Reference Example 5; 6-[2-(1-tert-Butoxycarbonyl) piperidin-4-yl] ethoxy}-4-(3-chloro-2-fluoroanilino)-7- methoxyquinazoline; 4- (3-Chloro-2-fluoroanilino)-6-hydroxy-7-methoxyquinazoline (Reference Example 2,500 mg, 1.56 mmol) was dissolved in DMA (25 ml). Potassium carbonate (864 mg, 6.26 mmol) and tert-butyl 4- [2- (methanesulfonyloxy) ethyl] piperidine-l-carboxylate (prepared as described in Example 20 in US 5252586; 504 mg, 1.64 mmol) were added, and the mixture was stirred at 60C for 16 hours. The solvent was evaporated, and the residue was partitioned between water (100 ml) and DCM (100 ml). The aqueous layer was extracted with DCM (3x 100 ml) and the extractions combined with the DCM layer. The combined DCM fractions were filtered through a silicone-treated filter paper, and evaporated, giving the product as a brown foam (830 mg, 100%) ; 1H NMR : 1. 00-1. 18 (m, 2H), 1.38 (s, 9H), 1.65-1. 80 (m, 5H), 2.65-2. 75 (m, 2H), 3.92 (s, 3H), 3.93 (m, 2H), 4.15 (t, 2H), 7.18 (s, 1H), 7.26 (dd, 1H), 7.46 (dd, 1H), 7.51 (dd, 1H), 7.77 (s, 1H), 8.36 (s, 1H), 9.54 (s, 1H); Mass Spectrum: 531.6, 533. 6.
  • 2
  • [ 387350-92-7 ]
  • [ 584-08-7 ]
  • [ 147699-19-2 ]
  • [ 1298076-19-3 ]
YieldReaction ConditionsOperation in experiment
43% With sodium iodide; In N,N-dimethyl-formamide; at 60℃; for 24h; A mixture of <strong>[387350-92-7]5-(methylsulfonyl)-2,3-dihydro-1H-indole</strong> (1, 150 mg, 0.760 mmol), tert-butyl 4-{2-[(methylsulfonyl)oxy]ethyl}piperidine-1-carboxylate (468 mg, 1.52 mmol), potassium carbonate (210 mg, 1.52 mmol), and sodium iodide (114 mg, 0.765 mmol) in DMF (10 mL) was stirred at 60 C for 24 h. The reaction was quenched with water and extracted with AcOEt. The organic layer was washed with brine, dried over MgSO4, and concentrated under reduced pressure. Purification by silica gel column chromatography (hexane/AcOEt = 100/0 to 50/50) gave the title compound as a white solid (146 mg, 43%). MS (ESI/APCI) m/z 353 [M-Boc+2H]+. 1H NMR (300 MHz, CDCl3) δ 1.10-1.26 (2H, m), 1.39-1.78 (14H, m), 2.61-2.78 (2H, m), 3.03 (3H, s), 3.20 (2H, t, J = 8.5 Hz), 4.01-4.18 (4H, m), 4.25-4.38 (2H, m), 7.71 (1H, s), 7.74-7.82 (1H, m), 7.98 (1H, br s). 13C NMR (100.6 MHz, CDCl3) δ 27.0, 28.5, 32.0, 33.2, 35.4, 43.7, 44.8, 48.1, 63.8, 79.4, 114.6, 123.9, 128.2, 134.1, 153.1, 154.8. Mp 126-129 C. Anal. Calcd for C22H32N2O6S: C, 58.39; H, 7.13; N, 6.19. Found: C, 58.38; H, 7.02; N, 6.10.
 

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