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Chemical Structure| 18595-18-1 Chemical Structure| 18595-18-1
Chemical Structure| 18595-18-1

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Product Details of Methyl 3-amino-4-methylbenzoate

CAS No. :18595-18-1
Formula : C9H11NO2
M.W : 165.19
SMILES Code : C1=C(C(=CC=C1C(OC)=O)C)N
MDL No. :MFCD00025206

Safety of Methyl 3-amino-4-methylbenzoate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Methyl 3-amino-4-methylbenzoate

* 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 [ 18595-18-1 ]

[ 18595-18-1 ] Synthesis Path-Downstream   1~5

  • 2
  • [ 18595-18-1 ]
  • [ 231958-04-6 ]
  • 3
  • [ 18595-18-1 ]
  • [ 1019021-93-2 ]
  • [ 1426530-73-5 ]
YieldReaction ConditionsOperation in experiment
Intermediate 1 B Methyl 3-(7-bromoimidazo[1 ,2-a]pyridine-3-carboxamido)-4- methylbenzoateA mixture comprising 7-bromoimidazo[1 ,2-a]pyridine-3-carboxylic acid (Intermediate 1 A step 3) (750 mg, 3.1 1 mmol) and thionyl chloride (5 ml, 68.5 mmol) under N2 was heated at reflux for 2hrs. The mixture was concentrated in vacuo and azeotroped with toluene. Methyl 3-amino-4-methylbenzoate (514 mg, 3.1 1 mmol) (pre-dried at 45C) was added followed by pyridine (5 ml) and the mixture was stirred at room temperature under N2 overnight. The reaction mixture was diluted with EtOAc and washed with sat. NaHC03, brine, H20, dried (MgS04) and concentrated in vacuo. Purification by chromatography on silica eluting with 50-100% EtOAc in iso-hexane afforded the title compound as an orange solid;LC-MS: Rt 0.94 mins; MS m/z 390/391/392 {M+H}+; Method 2minl_C_v0031 H NMR (400MHz, DMSO-d6) δ 10.0 (1 H, s), 9.4 (1 H, d), 8.6 (1 H, s), 8.2 (1 H, d), 8.0(1 H, d), 7.8 (1 H, d), 7.5 (1 H, d), 7.3 (1 H, d), 3.9 (3H, s), 2.4 (3H, s
  • 5
  • [ 29886-63-3 ]
  • [ 18595-18-1 ]
  • C20H17NO3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 16.0h; To a stirred solution of I (1.0 g, 4.9 mmol) in DMF (2 mL) was added HATU (2.3g, 6.1 mmol),DIPEA (1.6 mL, 9 mmol) and II (0.808 g, 4.9 mmol). The reaction mixture was allowed to stir at RT for16 h. Reaction was then diluted with water and extracted with ethyl acetate (50 mL x 3). Brine washingwas given to the organic layer and dried over Na2SO4. Combined organic layers were concentrated undervacuum and purified by using normal phase silica column chromatography to obtain III (0.815 g, 47%).LCMS: 352 [M+1]+
 

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