Alternatived Products of [ 889676-35-1 ]
Product Details of [ 889676-35-1 ]
CAS No. : | 889676-35-1 |
MDL No. : | MFCD08436023 |
Formula : |
C9H11BrN2O3S
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
307.16
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 889676-35-1 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
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Application In Synthesis of [ 889676-35-1 ]
* 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 [ 889676-35-1 ]
- 1
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[ 1198437-75-0 ]
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[ 889676-35-1 ]
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[ 1309778-68-4 ]
Yield | Reaction Conditions | Operation in experiment |
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In N,N-dimethyl-formamide at 120℃; for 0.25h; Microwave irradiation; |
19
2-Methyl-N-[1 -(phenylsulfonyl)-6-(trimethylstannanyl)-1 H-indazol-4-yl]-1 ,3-thiazole-4- carboxamide (50 mg) was placed in a microwave vial with Pd(PPh3)4 (10 mg) and 4-[(5- bromo-3-pyridinyl)sulfonyl]morpholine (30 mg). DMF (2 ml) was added and the reaction was heated in the microwave for 15 min at 120 °C. To the residue was added I PA (2 ml) and 2M NaOH (aq) (1 ml) and the mixture stirred at RT for 3 h. The solvent was blown off under nitrogen and the residue purified by MDAP (method A) to give the title compound as a white solid, 17 mg.LCMS (method B) Rt = 0.86 min, MH+ = 485. |
- 2
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[ 1240286-83-2 ]
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[ 889676-35-1 ]
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[ 1240285-85-1 ]
Yield | Reaction Conditions | Operation in experiment |
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Stage #1: tert-butyl (4-chloro-2-ethynylphenoxy)acetate; 4-(5-bromopyridin-3-ylsulfonyl)morpholine With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; triethylamine In tetrahydrofuran at 60℃; for 16h; Inert atmosphere;
Stage #2: With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; |
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Reference:
[1]Crosignani, Stefano; Prêtre, Adeline; Jorand-Lebrun, Catherine; Fraboulet, Gaële; Seenisamy, Jeyaprakashnarayanan; Augustine, John Kallikat; Missotten, Marc; Humbert, Yves; Cleva, Christophe; Abla, Nada; Daff, Hamina; Schott, Olivier; Schneider, Manfred; Burgat-Charvillon, Fabienne; Rivron, Delphine; Hamernig, Ingrid; Arrighi, Jean-François; Gaudet, Marilène; Zimmerli, Simone C.; Juillard, Pierre; Johnson, Zoe
[Journal of Medicinal Chemistry, 2011, vol. 54, # 20, p. 7299 - 7317]
Yield | Reaction Conditions | Operation in experiment |
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With triethylamine In tetrahydrofuran; dichloromethane at 0 - 20℃; for 1h; |
38.1 Step 1. 5-Bromo-N,N-dimethylpyridine-3-sulfonamide
General procedure: To a solution of triethylamine (0.5 mL, 4 mmol) in dichloromethane (5 mL) was added 2.0 M dimethylamine in tetrahydrofuran (0.58 mL, 1.2 mmol). The resultant solution was cooled to 0° C. and 5-bromopyridine-3-sulfonyl chloride [Combi-Blocks, ST-7824] (200 mg, 0.8 mmol) in dichloromethane (1mL) was added dropwise. After stirring at 0° C. to room temperature over 1 h, the reaction mixture was concentrated via rotovap. The residue was purified by FCC to afford the title compound (0.12 g, 60%) LCMS for C7H10BrN2O2S (M+H)+: calculated m/z=265.0, 267.0; found 264.9, 266.9. |