Home Cart 0 Sign in  
X

[ CAS No. 20317-40-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 20317-40-2
Chemical Structure| 20317-40-2
Chemical Structure| 20317-40-2
Structure of 20317-40-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 20317-40-2 ]

Related Doc. of [ 20317-40-2 ]

Alternatived Products of [ 20317-40-2 ]
Product Citations

Product Details of [ 20317-40-2 ]

CAS No. :20317-40-2 MDL No. :MFCD11111833
Formula : C11H9NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :GOMAQBGRXCIEBF-UHFFFAOYSA-N
M.W : 187.20 Pubchem ID :11830161
Synonyms :

Safety of [ 20317-40-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 20317-40-2 ]

* 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 [ 20317-40-2 ]

[ 20317-40-2 ] Synthesis Path-Downstream   1~36

  • 1
  • [ 7159-36-6 ]
  • [ 20317-40-2 ]
  • 2
  • [ 20317-40-2 ]
  • [ 41518-22-3 ]
  • [ 118210-74-5 ]
  • 3
  • [ 20317-40-2 ]
  • [ 87920-24-9 ]
  • [ 814-68-6 ]
  • [ 132628-55-8 ]
  • 5
  • [ 20317-40-2 ]
  • [ 35802-50-7 ]
  • [ 1885-14-9 ]
  • (S)-1-((E)-3-Phenyl-allyl)-1H-isoquinoline-2,4-dicarboxylic acid 4-methyl ester 2-phenyl ester [ No CAS ]
  • (R)-1-((E)-3-Phenyl-allyl)-1H-isoquinoline-2,4-dicarboxylic acid 4-methyl ester 2-phenyl ester [ No CAS ]
  • 6
  • [ 67-56-1 ]
  • [ 34846-65-6 ]
  • [ 20317-40-2 ]
  • 7
  • [ 20317-40-2 ]
  • [ 681448-82-8 ]
  • 8
  • [ 1532-97-4 ]
  • [ 20317-40-2 ]
  • 9
  • [ 20317-40-2 ]
  • [ 116140-19-3 ]
  • 10
  • [ 20317-40-2 ]
  • [ 118210-77-8 ]
  • 11
  • [ 20317-40-2 ]
  • [ 86931-32-0 ]
  • C14H16N2O*2ClH [ No CAS ]
YieldReaction ConditionsOperation in experiment
17% E. Step 5. Preparation of Intermediate 13; Intermediate 1 1 (1.35 g, 7.2 mmol) and Intermediate 12 (1.39 g3 7.6 mmol) were combined and dissolved into toluene (50 mL) under N2 at room temperature. NaH (346 mg, 14.4 mmol) was added, and the reaction mixture was heated to reflux with stirring, under N2, overnight. An additional 2 eq. of NaH (346 mg, 14.4 mmol) was then added, and reflux was continued for 3.5 hours. The reaction was then cooled to room temperature and filtered under vacuum. The filtrate was then concentrated under reduced pressure. The recovered material was then treated with <n="75"/>concentrated hydrochloric acid (25 mL) and acetone (5 itiL) and heated to reflux overnight. The reaction was then cooled to room temperature, diluted with isopropanol (ISO mL) and cooled to -20 0C. Crystals did form and were recovered by vacuum filtration, washed with fresh isopropanol, and dried under vacuum giving 371 mg (17%) of a white solid. LC-MS: RT = 5.45 min, [M+H]+ = 229.1.
  • 12
  • [ 67-56-1 ]
  • [ 370580-85-1 ]
  • [ 20317-40-2 ]
YieldReaction ConditionsOperation in experiment
C. Step 3: Preparation of Intermediate 11; Intermediate 10 (1.47 g, 7.0 mmol) was suspended into CH2Cb (100 mL) under N2 at room temperature and treated with JV.JV-diisopropylethylamine (1.0 g, 7.7 mmol). Dimethylformamide (catalytic, 4 drops) was added, followed by the addition of the oxalyl chloride (1.02 g, 8.0 mmol). There was a gas evolution and the reaction mixture developed an opaque yellow color. This mixture was stirred at room temperature for 45 minutes then cooled to 00C and treated with additional 1.1 eq. of iV,N-diisopropylethylamine (1.0 g, 7.7 mmol). An excess of methanol (5 mL) was then added, and the reaction mixture was left to stir overnight with gradual warming to room temperature. The reaction was then treated with saturated νaHCθ3(aq) and extracted three times with CH2Cl2- The CH2CI2 extracts were washed with brine, combined, dried over Na2SO4, filtered, and concentrated under reduced pressure. The recovered material was then eluted through a 50 gram column of silica gel with a 10% (750 mL) and 20% (500 mL) EtOAc : hexane step gradient. One sample was recovered and dried under vacuum giving 1.17 g (89%) of an off white solid. LC-MS: RT = 8.25 min, [M+H]+ = 188.1.
  • 13
  • [ 67-56-1 ]
  • [ 1532-97-4 ]
  • [ 201230-82-2 ]
  • [ 20317-40-2 ]
  • 14
  • [ 20317-40-2 ]
  • 4-methoxycarbonylisoquinoline-1-oxide [ No CAS ]
  • 15
  • [ 20317-40-2 ]
  • [ 1279090-63-9 ]
  • 16
  • [ 20317-40-2 ]
  • [ 141-78-6 ]
  • 3-[4]isoquinolyl-3-oxo-propionic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With lithium hexamethyldisilazane; In tetrahydrofuran; at -50℃; for 0.5h; General procedure: To the solution of ethyl acetate (60 mol), aryl ester (10 mol) in dry THF (20 mL), LiHMDS (30 mol) was added quickly at -50 C and stirred at this temperature for 30 min. The reaction was monitored by TLC and it was quenched with acetic acid (20 mol) and water (25 mL), basified with sat. solution of sodium bicarbonate (20 ml) and extracted with ethyl acetate (2 × 20 mL). The combined organic extract was washed with water (10 mL) and brine solution (10 mL) and dried over anhyd Na2SO4. The crude product was purified by column chromatography (hexane/ethyl acetate, 20:80) to get the pure product
  • 17
  • [ 34784-02-6 ]
  • [ 20317-40-2 ]
  • 18
  • [ 34846-65-6 ]
  • [ 20317-40-2 ]
  • 19
  • [ 67-56-1 ]
  • [ 7159-36-6 ]
  • [ 20317-40-2 ]
YieldReaction ConditionsOperation in experiment
54% With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 0.333333h; To a stirred solution of <strong>[7159-36-6]isoquinolin-4-carboxylic acid</strong> (Intermediate-14) (1.2 g, 6.9 mmol) in CH2Cl2 (10 mL) was added, EDCI (1.3 g, 8.3 mmol), HOBt (1.12 g, 8.3 mmol), DMAP (84 mg, 0.7 mmol) and the mixture was stirred at RT for 20 min. To this, MeOH (0.33 g, 10.4 mmol) was added and the reaction mixture was further stirred at RT for overnight. It was diluted with CH2Cl2 (100 mL) and washed with water. The organic layer was separated, dried over Na2SO4, filtered and concentrated to give crude product that was purified by flash column chromatography (10percent EtOAc:Hexanes) to give the desired product (700 mg, 54percent) as pale yellow solid.
  • 20
  • [ 20317-40-2 ]
  • [ 1384251-83-5 ]
YieldReaction ConditionsOperation in experiment
1.4 g With N-Bromosuccinimide; sulfuric acid; at 0 - 20℃; To a mixture of conc. H2SO4 (16 mL) and <strong>[20317-40-2]methyl isoquinoline-4-carboxylate</strong> (Intermediate-15) (2,8 g, 15 mmol) at 0 C. was added, NBS (3.3 g, 18.7 mmol) slowly and the reaction mixture was allowed to come to RT and stirred overnight. After completion (TLC), it was quenched with ice, neutralized (NaHCO3) and extracted with EtOAc (50 mL×3). The organic phase was separated, dried (Na2SO4) and concentrated to give dark brown oil (3.6 g) as crude product that was purified by flash column chromatography (25% EtOAc in Hexanes) to furnish the desired compound (1.4 g, 35%).
  • 21
  • [ 20317-40-2 ]
  • [ 1384251-84-6 ]
  • 22
  • [ 119-65-3 ]
  • [ 20317-40-2 ]
  • 23
  • [ 67-56-1 ]
  • [ 685103-98-4 ]
  • [ 201230-82-2 ]
  • [ 20317-40-2 ]
YieldReaction ConditionsOperation in experiment
86% With palladium diacetate; triphenylphosphine; p-benzoquinone; at 60℃; for 17h; A mixture of <strong>[685103-98-4]4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinoline</strong> (42.3 mg, 0.166 mmol), triphenylphosphine (30.0 mg, 0.114 mmol), palladium(II) acetate (12.0 mg, 0.0533 mmol), and p-benzoquinone (6.0 mg, 0.0556 mmol) inmethanol (3.0 mL) was purged with carbon monoxide gas, and then stirred at 60 C for 17 hours. The reaction mixture was concentrated and purified bypreparative thin layerchromatography (Merck silica gel 60, 1.0 mm, 10 X 20 cm, Hexane/Ethyl acetate 1:1) to give methyl isoquinoline-4-carboxylate (12C-8c) (26.6 mg, 86% yield) as a colorless needled: 1H NMR d 9.37 (s, 1 H), 9.19 (s, 1 H), 8.95 (d, J = 8.4 Hz, 1 H), 8.03 (d, J = 8.4 Hz, 1 H), 7.84 (dd, J = 7.7, 7.7 Hz, 1 H), 7.68 (dd, J = 7.7, 7.7 Hz, 1 H), 4.04 (s, 3H); 13C NMR (75.5 MHz, CDCl3) d 166.86, 156.93, 146.77, 133.81, 132.21, 128.44, 128.22, 127.64, 125.02, 120.43, 52.27. GC-MS (EI) [M]+ 187, [M-OCH3]+ 156, [M-COOCH3]+ 128.
  • 24
  • [ 20317-40-2 ]
  • [ 7114-81-0 ]
YieldReaction ConditionsOperation in experiment
50% With ammonia; In water; at 60℃; for 24h; A solution of 12C-8c (18.3 mg, 0.0978 mmol) in 25% aqua ammonia (0.5 mL) was stirred at 60 C for 24 hours. Then the solution was concentrated and purified by PTLC (CHCl3/MeOH = 6:1) to give methyl isoquinoline-4-carboxamide (12C-13g) (8.5 mg, 50% yield) as a colorless powder: 1H NMR d 9.33 (s, 1 H), 8.77 (s, 1 H), 8.50 (d, J = 8.4 Hz, 1 H), 8.04 (d, J = 8.4 Hz, 1 H), 7.83 (dd, J = 7.3, 7.3 Hz, 1 H), 7.70 (dd, J = 7.3, 7.3 Hz, 1 H), 6.4-5.8 (br, 2 H); 13C NMR (75.5 MHz, DMSO-d6) d 168.29, 155.36, 145.27, 133.18, 131.49, 128.16, 128.14, 127.38, 125.21, 124.04. GC-MS (EI) [M]+ 172, [M-NH2]+ 156, [M-CONH2]+ 128.
  • 25
  • [ 20317-40-2 ]
  • [ 1352653-03-2 ]
  • C26H22N2O8 [ No CAS ]
  • 26
  • [ 110-88-3 ]
  • [ 20317-40-2 ]
  • methyl 1-(1,3,5-trioxan-2-yl)isoquinoline-4-carboxylate [ No CAS ]
  • 27
  • [ 108-85-0 ]
  • [ 20317-40-2 ]
  • methyl 1-cyclohexylisoquinoline-4-carboxylate [ No CAS ]
  • 28
  • [ 20317-40-2 ]
  • [ 79-31-2 ]
  • methyl 1-isopropylisoquinoline-4-carboxylate [ No CAS ]
  • 29
  • [ 20317-40-2 ]
  • 2-((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)-2-oxoacetic acid [ No CAS ]
  • methyl 1-(1-(tert-butoxycarbonyl)piperidin-4-yl)isoquinoline-4-carboxylate [ No CAS ]
  • 30
  • [ 20317-40-2 ]
  • 1,3-dioxoisoindolin-2-yl cyclohexanecarboxylate [ No CAS ]
  • methyl 1-cyclohexylisoquinoline-4-carboxylate [ No CAS ]
  • 31
  • [ 20317-40-2 ]
  • [ 626-62-0 ]
  • methyl 1-cyclohexylisoquinoline-4-carboxylate [ No CAS ]
  • 32
  • [ 20317-40-2 ]
  • methyl 1-formylisoquinoline-4-carboxylate [ No CAS ]
  • 33
  • [ 20317-40-2 ]
  • 1,3-dioxoisoindolin-2-yl 2,2-diethoxyacetate [ No CAS ]
  • C16H19NO4 [ No CAS ]
  • 34
  • diethyl-2,6-dimethyl-4-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-5H-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-5-yl)-1,4-dihydropyridine-3,5-dicarboxylate [ No CAS ]
  • [ 20317-40-2 ]
  • C22H25NO7 [ No CAS ]
  • 35
  • [ 20317-40-2 ]
  • [ 1539-32-8 ]
  • methyl 1-isopropylisoquinoline-4-carboxylate [ No CAS ]
  • 36
  • [ 623-73-4 ]
  • [ 20317-40-2 ]
  • [ 112-43-6 ]
  • C26H37NO5 [ No CAS ]
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 20317-40-2 ]

Esters

Chemical Structure| 50741-47-4

[ 50741-47-4 ]

Ethyl isoquinoline-4-carboxylate

Similarity: 0.96

Chemical Structure| 5027-65-6

[ 5027-65-6 ]

5-(Methoxycarbonyl)nicotinic acid

Similarity: 0.93

Chemical Structure| 4591-55-3

[ 4591-55-3 ]

Dimethyl pyridine-3,5-dicarboxylate

Similarity: 0.93

Chemical Structure| 129747-52-0

[ 129747-52-0 ]

Methyl 5-(hydroxymethyl)nicotinate

Similarity: 0.93

Chemical Structure| 50741-47-4

[ 50741-47-4 ]

Ethyl isoquinoline-4-carboxylate

Similarity: 0.96

Related Parent Nucleus of
[ 20317-40-2 ]

Isoquinolines

Chemical Structure| 50741-47-4

[ 50741-47-4 ]

Ethyl isoquinoline-4-carboxylate

Similarity: 0.96

Chemical Structure| 649727-16-2

[ 649727-16-2 ]

Isoquinolin-4-ylmethyl 1H-pyrrole-3-carboxylate

Similarity: 0.92

Chemical Structure| 2703756-47-0

[ 2703756-47-0 ]

Methyl 7-hydroxyisoquinoline-4-carboxylate

Similarity: 0.92

Chemical Structure| 50741-47-4

[ 50741-47-4 ]

Ethyl isoquinoline-4-carboxylate

Similarity: 0.96

Chemical Structure| 649727-16-2

[ 649727-16-2 ]

Isoquinolin-4-ylmethyl 1H-pyrrole-3-carboxylate

Similarity: 0.92