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Chemical Structure| 7462-84-2 Chemical Structure| 7462-84-2

Structure of 7462-84-2

Chemical Structure| 7462-84-2

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Product Details of [ 7462-84-2 ]

CAS No. :7462-84-2
Formula : C7H13Cl2NO
M.W : 198.09
SMILES Code : O=C(Cl)C1CCN(C)CC1.[H]Cl
MDL No. :MFCD15474941
InChI Key :NHTZOVLQKKXFJM-UHFFFAOYSA-N
Pubchem ID :21956506

Safety of [ 7462-84-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:1759
Packing Group:

Application In Synthesis of [ 7462-84-2 ]

* 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 [ 7462-84-2 ]

[ 7462-84-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 68947-43-3 ]
  • [ 7462-84-2 ]
YieldReaction ConditionsOperation in experiment
96% With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 2h;Heating / reflux; Suspend N-methylisonipicotic acid (365 g, 2.55 mol) in CH2CI2 (3500 ml) and add a catalytic quantity of DMF (2 ml). Add oxalyl chloride (435 g, 3.42 mol, 1.35 eq.) to the reaction mixture maintaining the temperature at 20°C. Heat the suspension under reflux for 2 hrs. Cool the reaction mixture and concentrate on a rotary evaporator. Resuspend the residue in toluene (1000 ml), evaporate and dry under vacuum to yield the title product (489 g, 96percent) as an off-white solid residue, which is used without further purification in the next reaction step.
With thionyl chloride; for 4h;Reflux; EXAMPLE 25: N-(6-chloropyrazine-2-yl)- 1 -methylpiperidine-4-carboxamide37A solution of l-methylpiperidine-4-carboxylic acid (500mg, 3.1mmol) in thionyl chloride (8ml) was refluxed for 4h. All volatiles are removed under nitrogen. To the crude acid chloride, pyridine (6ml) was added followed by 2,6-Dichloropyrazine and the mixture was heated at 100°C overnight. Reaction was completed as shown by TLC. Pyridine was removed under vacuum and the obtained crude product was purified by flash column over neutral alumina using 5percent methanol/DCM as eluent. Compound 37 was obtained as dark brown solid, 130mg (40percent) and confirmed by 1HNMR and LCMS. 1H NMR (400 MHz, CDC13) delta: 11.06 (s, 1H), 9.30 (s, 1H), 8.46 (s, 1H), 2.77 (d, 2H), 2.58 (d, 2H), 2.15 (s, 3H), 1.86 (m, 4H), 1.8-1.74 (m. 2H); MS- 254, (M+l), LCMS- 98percent.
  • 2
  • [ 7462-84-2 ]
  • [ 75747-14-7 ]
  • [ 857402-57-4 ]
YieldReaction ConditionsOperation in experiment
56% 17-Allylaminogeldanamycin (1) (21.8 mg, 0.038 mmol, 1.0 equiv) was dissolved in 2 mL dichloromethane and stirred with a 10% aqueous solution of sodium hydrosulfite (2 mL). The deep purple solution turned yellow after 5 min and the mixture was stirred for an additional 25 min. The organic layer was removed via syringe and the aqueous solution was extracted with an additional 0.30 mL dichloromethane. The combined organic solutions were washed with brine (1.0 mL) and then added directly to a solution of the acid chloride hydrochloride (8.1 mg, 0.041 mmol, 1.1 equiv) in 0.20 mL dichloromethane. The reaction mixture was stirred for 2 h and poured into a separatory funnel with 3.0 mL water. The organic layer was extracted and then washed with additional 2.0 mL water. The combined aqueous layers were lyophilized to yield 12 as a white fluffy powder (15.2 mg, 0.0213 mmol, 56% yield). The material was analyzed by'H NMR in D2O and LC-MS.
56% Example 19: Preparation of N-Methyl Piperidinecarboxylate Co-Salt of the Hydroquinone of 17- AAG20[0091] <strong>[75747-14-7]17-AAG</strong> (21.8 mg, 0.038 mmol, 1.0 equiv) was dissolved in 2 mL dichloromethane and stirred with a 10% aqueous solution of sodium hydrosulfite (2 mL). The deep purple solution turned yellow after 5 min and the mixture was stirred for an additional 25 min. The organic layer was removed via syringe and the aqueous solution was extracted with an additional 0.30 mL dichloromethane. The combined organic solutions were washed with brine (1.0 mL) and then added directly to a solution of the acid chloride hydrochloride (8.1 mg, 0.041 mmol, 1.1 equiv) in 0.20 mL dichloromethane. The reaction mixture was stirred for 2 h and poured into a separatory funnel with 3.0 mL water. The organic layer was extracted and then washed with additional 2.0 mL water. The combined aqueous layers were lyophilized to yield 20 as a white fluffy powder (15.2 mg, 0.0213 mmol, 56% yield). The material was analyzed by 1H NMR in D2O and LC-MS.
  • 3
  • [ 30748-47-1 ]
  • [ 7462-84-2 ]
  • [ 1377581-57-1 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20℃; for 2h; Intermediate 2: Step a 1-Methyl-piperidine-4-carboxylic acid (5-acetyl-4-methyl-thiazol-2-yl)-amide A suspension of 1-methyl-piperidine-4-carbonyl chloride.HCl (691.7 mg, 3.49 mmol, prepared as described in WO 2003/084949) in THF (10 mL) was added to an ice-cold mixture of 1-(2-amino-4-methyl-thiazol-5-yl)-ethanone (545.5 mg, 3.49 mmol, Aldrich) and N,N-diisopropylethylamine (0.73 mL, 4.19 mmol) in THF (5 mL). The mixture was allowed to slowly warm to room temperature and was stirred for 2 d. The reaction mixture was partitioned between EtOAc and sat. aq. NaHCO3. The separated aq. phase was saturated with NaCl and was exhaustively extracted with CH2Cl2 followed by EtOAc. The organic extracts were dried (Na2SO4), filtered, and concentrated and the residue was purified by flash column chromatography (Biotage KP-NH column, 0-2% MeOH-EtOAc), affording the title compound as a cream-colored solid.
 

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