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Chemical Structure| 105983-77-5 Chemical Structure| 105983-77-5

Structure of 105983-77-5

Chemical Structure| 105983-77-5

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Product Details of [ 105983-77-5 ]

CAS No. :105983-77-5
Formula : C6H9BrO3
M.W : 209.04
SMILES Code : CC(Br)C(CC(OC)=O)=O
MDL No. :MFCD00662514
InChI Key :HCBQTGAZENNMLM-UHFFFAOYSA-N
Pubchem ID :9815681

Safety of [ 105983-77-5 ]

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

Application In Synthesis of [ 105983-77-5 ]

* 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 [ 105983-77-5 ]

[ 105983-77-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 455-37-8 ]
  • [ 105983-77-5 ]
  • [ 908373-50-2 ]
  • 2
  • [ 17356-08-0 ]
  • [ 105983-77-5 ]
  • [ 259654-73-4 ]
YieldReaction ConditionsOperation in experiment
63% In toluene; at 100℃; for 1h; To a solution of bromide from Step 1 (18 g, 86 [MMOL)] in toluene (100 mL) was added thiourea (10.5 g, 138 [MMOL).] The reaction mixture was heated to [100C] for 1 h, cooled to rt, and the solvent removed under reduced pressure. The residue was dissolved in [CH2CI2] (100 mL), a saturated solution of [NAHC03] (75 mL) was added, and the mixture was vigorously stirred for 10 minutes. The organic layer was separated, dried [(NA2SO4),] filtered, and concentrated under reduced pressure. The residue was then recrystallized from [CH2CI2/HEXANES] to provide the product (10 g, 63%) as a white solid. [(C7H10N202S)] : LC-MS, RT 0.76 min, (M+H) [+] 187.0 ;'H NMR [(CDCI3)] : [6] 2.23 (s, 3H), 3.70 (s, 2H), 3.75 (s, 3H), 4.83-4. 95 (broad s, 2H).
63% In toluene; at 100℃; for 1h; To a solution of bromide of Example 170 (18 g, 86 mmol) in toluene (100 mL) was added thiourea (10.5 g, 138 mmol). The reaction mixture was heated to 100 C. for 1 hour, cooled to rt, and the solvent removed under reduced pressure. The residue was dissolved with CH2Cl2 (100 mL), a saturated solution NaHCO3 (75 mL) added, and the mixture was vigorously stirred for 10 minutes. The organic layer was separated, dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was then recrystallized from CH2Cl2/hexanes to provide the product (10 g, 63%) as a white solid. (C7H10N2O2S): LC-MS, RT 0.76 min, M+H 187.0; 1H NMR (CDCl3): delta 2.23 (s, 3H), 3.70 (s, 2H), 3.75 (s, 3H), 4.83-4.95 (broad s, 2H).
63% In toluene; at 100℃; for 1h; To a solution of bromide of Example 170 (18 g, 86 mmol) in toluene (100 mL) was added thiourea (10.5 g, 138 mmol). The reaction mixture was heated to 100 C. for 1 hour, cooled to rt, and the solvent removed under reduced pressure. The residue was dissolved with CH2Cl2 (100 mL), a saturated solution NaHCO3 (75 mL) added, and the mixture was vigorously stirred for 10 minutes. The organic layer was separated, dried (Na2SO4), filtered, and concentrated under reduced pressure. The residue was then recrystallized from CH2Cl2/hexanes to provide the product (10 g, 63%) as a white solid. (C7H10N2O2S): LC-MS, RT 0.76 min, M+H 187.0; 1H NMR (CDCl3): delta 2.23 (s, 3H), 3.70 (s, 2H), 3.75 (s, 3H), 4.83-4.95 (broad s, 2H).
  • 3
  • 2-[2-(3-methyl-phenyl)-5-methyl-thiazol-4-yl]-ethanol [ No CAS ]
  • [ 2362-63-2 ]
  • [ 105983-77-5 ]
  • [ 521266-80-8 ]
YieldReaction ConditionsOperation in experiment
Example 56 (2S)-1-({2-[2-(3-Methyl-phenyl)-5-methyl-thiazol-4-yl]-ethylamino}-acetyl)-pyrrolidine-2-carbonitrile The title compound was prepared in analogy to example 31 (steps A] and C] as outlined for example 31 and step B] according to example 33) starting from 2-[2-(3-methyl-phenyl)-5-methyl-thiazol-4-yl]-ethanol. This starting material could be prepared from 3-methyl-benzthioamide [CAS 2362-63-2, commercially available] and methyl-4-bromo-3-oxopentanoate with 4-fluoro-benzamide as described in Collins, J. L. et al J. Med. Chem. 1998, 41, 5037-5054. The compound was obtained as a yellow oil. MS (ISP): 369.2 (MH+).
 

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• Acyl Group Substitution • Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bouveault-Blanc Reduction • Bucherer-Bergs Reaction • Catalytic Hydrogenation • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Ester Cleavage • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Heat of Combustion • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Dihalides • Reactions with Organometallic Reagents • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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