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Chemistry
Heterocyclic Building Blocks
Pyrazoles
1-(1-Methyl-1H-pyrazol-4-yl)ethanamine
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyrazoles
Amines

[ CAS No. 911788-33-5 ]

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 911788-33-5
Chemical Structure| 911788-33-5
Structure of 911788-33-5 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 911788-33-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 911788-33-5 ]

SDS Specification
Alternatived Products of [ 911788-33-5 ]

Product Details of [ 911788-33-5 ]

CAS No. :911788-33-5 MDL No. :MFCD05864498
Formula : C6H11N3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :125.17 Pubchem ID :-
Synonyms :

Safety of [ 911788-33-5 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P305+P351+P338-P310 UN#:2735
Hazard Statements:H302+H312+H332-H314 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 911788-33-5 ]

* 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 [ 911788-33-5 ]

[ 911788-33-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 911788-33-5 ]
  • [ 1300031-57-5 ]
  • [ 1300737-72-7 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 120℃; for 4h; Intermediate 62: 7-(3,5-Dimethyl-4-isoxazolyl)-6-(methyloxy)-4-[1 -(1 -methyl-1 H- pyrazol-4-yl)ethyl]amino}-3- uinolinecarboxamide; 4-Chloro-7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-3-quinolinecarboxamide (for a preparation see Intermediate 56, 200mg, 0.603 mmol) and [1 -(1 -methyl-1 /-/-pyrazol-4- yl)ethyl]amine (1 13mg) were heated in a mixture of DIPEA (0.326ml, 1 .869 mmol) and N- Methyl-2-pyrrolidone (NMP) (15ml) at 120°C for 4h. The reaction mixture was cooled to room temperature, diluted with water (300ml) and extracted with ethyl acetate (2 x 200ml). The combined organics were washed with water (300ml) and brine (200ml), dried (sodium sulphate) and evaporated. The resulting gum was dissolved in DCM (3ml) loaded onto a loaded onto a silica cartridge (100g), which was then eluted with a 2M methanolic ammonia / DCM gradient (0-12%) to give, after evaporation of the product containing fractions in vacuo 7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-4-[1 -(1 -methyl-1 H-pyrazol- 4-yl)ethyl]amino}-3-quinolinecarboxamide (1 10mg).LCMS (Method Formate): MH+ 421 , Rt 0.62min
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 120℃; for 4h; Intermediate 62: 7-(3,5-Dimethyl-4-isoxazolyl)-6-(methyloxy)-4-[1-(1-methyl-1H-pyrazol-4-yl)ethyl]amino}-3-quinolinecarboxamide Intermediate 62: 7-(3,5-Dimethyl-4-isoxazolyl)-6-(methyloxy)-4-[1-(1-methyl-1H-pyrazol-4-yl)ethyl]amino}-3-quinolinecarboxamide 4-Chloro-7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-3-quinolinecarboxamide (for a preparation see Intermediate 56, 200 mg, 0.603 mmol) and [1-(1-methyl-1H-pyrazol-4-yl)ethyl]amine (113 mg) were heated in a mixture of DIPEA (0.326 ml, 1.869 mmol) and N-Methyl-2-pyrrolidone (NMP) (15 ml) at 120° C. for 4 h. The reaction mixture was cooled to room temperature, diluted with water (300 ml) and extracted with ethyl acetate (2*200 ml). The combined organics were washed with water (300 ml) and brine (200 ml), dried (sodium sulphate) and evaporated. The resulting gum was dissolved in DCM (3 ml) loaded onto a loaded onto a silica cartridge (100 g), which was then eluted with a 2M methanolic ammonia/DCM gradient (0-12%) to give, after evaporation of the product containing fractions in vacuo 7-(3,5-dimethyl-4-isoxazolyl)-6-(methyloxy)-4-[1-(1-methyl-1H-pyrazol-4-yl)ethyl]amino}-3-quinolinecarboxamide (110 mg). LCMS (Method Formate): MH+421, Rt 0.62 min
Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2011/54846, 2011, A1 Location in patent: Page/Page column 61-62
[2]Current Patent Assignee: GLAXOSMITHKLINE PLC - US2012/232074, 2012, A1 Location in patent: Page/Page column 28
  • 2
  • [ 728034-12-6 ]
  • [ 911788-33-5 ]
  • [ 165806-95-1 ]
  • 4-(4-(4-fluorophenyl)-1-(1-(1-methyl-1-pyrazol-4-yl)ethyl)-1H-imidazol-5-yl)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
14% General procedure: To a solutionof the corresponding aldehyde (1.2 eq.; unless stated otherwise) in DMF (2 inL per 0.3 mmol of aldehyde; unless stated otherwise) was added the corresponding amine (2.5 eq.; unless stated otherwise) and the resulting solution was stirred at 25 C to form the corresponding inline. Then, the corresponding isocyano(tosyl)methyl)arene reagent (1 eq.; unless stated otherwise) and K2CO3 (1.5 eq.; unless stated otherwise*) were added and the reaction mixture was stirred at 25 C (unless stated otherwise). The reaction was stopped after the time indicated for each particular reaction. The reaction progress was monitored by TLC. (0083) A saturated aqueous solution of NH4CI (10 mL per 1 mmol of aldehyde) was added to the reaction mixture, which was then extracted with EtOAc (2 x 30 mL per 1 mmol of aldehyde). The combined organic extracts were washed with H2O (2 x 25 mL per 1 mmol of aldehyde), dried over MgSCC, filtered, and the solvent was evaporated in vacuo to provide the crude product. The residue obtained after the workup was purified using column chromatography or preparative TLC (unless stated otherwise). (0084) * note: in cases when the amine was used as HC1 salt, 4 eq. of K2CO3 were used
Reference： [1]Patent: WO2019/185631,2019,A1 .Location in patent: Page/Page column 14; 104-105

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