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Structure of 27561-51-9 * Storage: {[proInfo.prStorage]}
* 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.
With carbon tetrabromide; triphenylphosphine In dichloromethane at 20 - 25℃; for 2 h;
Preparation of l-bromo-4-(bromomethyl)-2-methylbenzene [0164] To a solution of (4-bromo-3-methylphenyl)methanol (27.5 g, 136.8 mmol) in dichloromethane (250 mL) was added PPh3 (39.4 g, 150.5 mmol) and CBr4 (49.9 g, 150.5 mmol) and the mixture was stirred for 2 hrs at room temperature. Water was added. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by chromatography to give l-bromo-4- (bromomethyl)-2-methylbenzene (34 g, 94percent). 1H NMR (400 MHz, CDC13) δ 7.94- 7.92 (d, 1H), 7.70 (s, 1H), 7.53-7.51 (d, 1H), 4.86 (s, 2H), 2.83 (s, 3H).
81%
With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; for 22 h;
82B. 1-bromo-4-(bromomethyl)-2-methylbenzene To a stirred solution of 82A (775 mg, 3.85 mmol) and carbon tetrabromide (1.69 g, 5.05 mmol) in dichloromethane (19 mL) at rt was added triphenylphosphine (1.35 g, 5.10 mmol). The resulting solution was stirred at rt for 22 h and then mostly evaporated. The residue was taken up in ether (50 mL) and sonicated. The resulting suspension was filtered and the solid was rinsed with ether (2*5 mL). The filtrate and the rinses were combined and evaporated. Chromatography (SiO2 230-400 mesh, Hex to 95/5 Hex/EtOAc) of the crude afforded 82B (colorless liquid, 872.3 mg, 81percent yield). 1H NMR (CDCl3, 400 MHz): δ 7.49 (d, J=8.2 Hz, 1H), 7.26 (s, 1H), 7.07 (dd, J=8.2, 2.2 Hz, 1H), 4.41 (s, 2H), 2.39 (s, 3H).
76%
With N-Bromosuccinimide; triphenylphosphine In tetrahydrofuran at 0℃; for 16.17 h; Inert atmosphere
To a stirred solution of PPh3 (2.1 g, 8.006 mmol, 2.0 eq.) in dry THF (10 mL, 12 vol.) were added bromo benzyl alcohol 1 (0.8 g, 3.980 mol, 1.0 equi) followed by BS (1.5 g, 8.427 mol, 2.1 eq.) portion wise on stirring for 10 min at 0°C under nitrogen atmosphere and then stirred for 16 h up to completion of the reaction. The reaction was diluted with water (100 mL) and extracted with EtOAc (3X250 mL). The combined organic layers were washed with saturated NaHC03 followed by brine solution. Then the organic portion was dried over anhydrous Na2S04, filtered and concentrated to obtain compound 2 as a brown oil, which was used directly in the next step without any further purification (0.8 g, 76percent).
65%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 0.25 h; Inert atmosphere
Step 16: 1-bromo-4-(bromomethyl)-2-methylbenzeneTo a solution of (4-bromo-3-methylphenyl)methanol (5.15 g, 25.6 mmol) and NBS (9.07 g, 51.2 mmol) in DCM (100mL) was added drop wise PPh3 (13.36 g, 51.2 mmol) in DCM (50 mL) at rt and the reaction mixture was stirred for 15 mins at rt. Then, water (50 mL) was added and the organic layers were washed with water (100 mL x 2) and dried over anhydrous Na2S04. After the removal of solvent, the residue was purified with column chromatography to afford 1-bromo-4-(bromomethyl)-2-methylbenzene (4.15 g, 65 percent yield) as a colorless oil. 1H NMR (300MHz, CHLOROFORM-d) δ: 7.50 - 7.48 (d, 1 H), 7.26 (s, 1 H), 7.08 - 7.05 (m, 1 H), 4.41 (s, 2H), 2.39 (s, 3H),.
59%
With phosphorus tribromide In chloroform at 0 - 20℃; for 3 h; Inert atmosphere
PBr3 (14.54 g, 53.71mmol, 1.2 eq) was added to a solution of (4-bromo-3-methylphenyl) methanol (9.0 g, 44.76mmol, 1.0 eq) in CHC13 (100 mL) at 0 °C under nitrogen atmosphere and the solution wasallowed to warm up to ambient temperature with constant stirring. The solution was then stirred at ambient temperature for a further 3 h. After complete consumption of starting material, the reaction mixture was diluted with chloroform and washed with saturated aq NaHCO3 and brine. The organic extract was then dried over anhydrous sodium sulfate, filtered, and solvents evaporated from the filtrate under reduced pressure to afford 1-bromo-4-(bromomethyl)-2-methylbenzene (7.0 g, 59percent) as yellow oil.
With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 - 25℃; for 2h;
Preparation of l-bromo-4-(bromomethyl)-2-methylbenzene [0164] To a solution of (4-bromo-3-methylphenyl)methanol (27.5 g, 136.8 mmol) in dichloromethane (250 mL) was added PPh3 (39.4 g, 150.5 mmol) and CBr4 (49.9 g, 150.5 mmol) and the mixture was stirred for 2 hrs at room temperature. Water was added. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by chromatography to give l-bromo-4- (bromomethyl)-2-methylbenzene (34 g, 94percent). 1H NMR (400 MHz, CDC13) delta 7.94- 7.92 (d, 1H), 7.70 (s, 1H), 7.53-7.51 (d, 1H), 4.86 (s, 2H), 2.83 (s, 3H).
81%
With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20℃; for 22h;
82B.1-bromo-4-(bromomethyl)-2-methylbenzene To a stirred solution of 82A (775 mg, 3.85 mmol) and carbon tetrabromide (1.69 g, 5.05 mmol) in dichloromethane (19 mL) at rt was added triphenylphosphine (1.35 g, 5.10 mmol).The resulting solution was stirred at rt for 22 h and then mostly evaporated.The residue was taken up in ether (50 mL) and sonicated.The resulting suspension was filtered and the solid was rinsed with ether (2*5 mL).The filtrate and the rinses were combined and evaporated.Chromatography (SiO2 230-400 mesh, Hex to 95/5 Hex/EtOAc) of the crude afforded 82B (colorless liquid, 872.3 mg, 81percent yield).1H NMR (CDCl3, 400 MHz): delta 7.49 (d, J=8.2 Hz, 1H), 7.26 (s, 1H), 7.07 (dd, J=8.2, 2.2 Hz, 1H), 4.41 (s, 2H), 2.39 (s, 3H).
76%
With N-Bromosuccinimide; triphenylphosphine; In tetrahydrofuran; at 0℃; for 16.17h;Inert atmosphere;
To a stirred solution of PPh3 (2.1 g, 8.006 mmol, 2.0 eq.) in dry THF (10 mL, 12 vol.) were added bromo benzyl alcohol 1 (0.8 g, 3.980 mol, 1.0 equi) followed by BS (1.5 g, 8.427 mol, 2.1 eq.) portion wise on stirring for 10 min at 0°C under nitrogen atmosphere and then stirred for 16 h up to completion of the reaction. The reaction was diluted with water (100 mL) and extracted with EtOAc (3X250 mL). The combined organic layers were washed with saturated NaHC03 followed by brine solution. Then the organic portion was dried over anhydrous Na2S04, filtered and concentrated to obtain compound 2 as a brown oil, which was used directly in the next step without any further purification (0.8 g, 76percent).
65%
With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 20℃; for 0.25h;Inert atmosphere;
Step 16: 1-bromo-4-(bromomethyl)-2-methylbenzeneTo a solution of (4-bromo-3-methylphenyl)methanol (5.15 g, 25.6 mmol) and NBS (9.07 g, 51.2 mmol) in DCM (100mL) was added drop wise PPh3 (13.36 g, 51.2 mmol) in DCM (50 mL) at rt and the reaction mixture was stirred for 15 mins at rt. Then, water (50 mL) was added and the organic layers were washed with water (100 mL x 2) and dried over anhydrous Na2S04. After the removal of solvent, the residue was purified with column chromatography to afford 1-bromo-4-(bromomethyl)-2-methylbenzene (4.15 g, 65 percent yield) as a colorless oil. 1H NMR (300MHz, CHLOROFORM-d) delta: 7.50 - 7.48 (d, 1 H), 7.26 (s, 1 H), 7.08 - 7.05 (m, 1 H), 4.41 (s, 2H), 2.39 (s, 3H),.
59%
With phosphorus tribromide; In chloroform; at 0 - 20℃; for 3h;Inert atmosphere;
PBr3 (14.54 g, 53.71mmol, 1.2 eq) was added to a solution of (4-bromo-3-methylphenyl) methanol (9.0 g, 44.76mmol, 1.0 eq) in CHC13 (100 mL) at 0 °C under nitrogen atmosphere and the solution wasallowed to warm up to ambient temperature with constant stirring. The solution was then stirred at ambient temperature for a further 3 h. After complete consumption of starting material, the reaction mixture was diluted with chloroform and washed with saturated aq NaHCO3 and brine. The organic extract was then dried over anhydrous sodium sulfate, filtered, and solvents evaporated from the filtrate under reduced pressure to afford 1-bromo-4-(bromomethyl)-2-methylbenzene (7.0 g, 59percent) as yellow oil.
With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0℃; for 2h;
Step b intermediate 45l-Bromo-4-(bromomethyl)-2-methylbenzene(4-Bromo-3-methylphenyl)methanol (14.4 g, 71.6 mmol) is dissolved in anhydrous CH2Cl2 (150 mL) and CBr4 (26.1 g, 79.0 mmol) is added. The reaction mixture is cooled to 00C and PPh3 (20.7 g, 79.0 mmol) is added in small portions. The reaction mixture is stirred 2 h and the triphenylphosphine oxide that forms is filtered off and the solvent removed in vacuo. The resulting semi solid is filtered on a silica gel pad and rinsed with hexane / EtOAc (9:1) to provide the expected product l-Bromo-4-(bromomethyl)-2-methylbenzene as a clear oil contaminated with bromoform which is used directly in the next step. IH NMR (400 MHz, CHLOROFORM- D) 5 ppm 4.39 - 4.44 (m, 3 H) 7.07 (dd, /=8.20, 2.34 Hz, 1 H) 7.26 (t, /=1.17 Hz, 1 H) 7.49 (d, /=8.20 Hz, 1 H)
With tetrabutylammomium bromide; In dichloromethane; water; for 6h;
Step c intermediate 462-(4-bromo-3-methylphenyl)acetonitrilel-Bromo-4-(bromomethyl)-2-methylbenzene (45 of crude from step b, 68.2 mmol) dissolved in CH2Cl2 (500 mL) is mixed and stirred with potassium cyanide (24g, 364 mmol) and N-tetra(n- butyl)ammonium bromide (1.2g, 3.64 mmol) in distilled water (50OmL). This reaction mixture is stirred vigorously for 6 h. The organic phase is separated, dried over MgSO4, filtered and <n="60"/>concentrated. The resulting residue is purified on silica gel using a 0 to 30 % gradient of ethyl acetate in heptane to provide the expected product 2-(4-bromo-3-methylphenyl)acetonitrile (12.4 g, 87 % over two steps) as a clear yellow oil. IH NMR (400 MHz, CHLOROFORM-D) delta ppm 2.41 (s, 3 H) 3.68 (s, 2 H) 7.01 (dd, /=8.50, 2.05 Hz, 1 H) 7.21 (d, /=1.37 Hz, 1 H) 7.53 (d, /=8.20 Hz, 1 H)
(2S,3aS,8aR)-2-hydroxymethyl-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester[ No CAS ]
2-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-5-(1,2-dihydroxy-ethyl)-6-methyl-1,3a,8,8a-tetrahydro-2<i>H</i>-3-aza-cyclopenta[<i>a</i>]indene-3-carboxylic acid <i>tert</i>-butyl ester[ No CAS ]
(19-1) According to a method similar to Example (11-1) and Example (8-1), using 1-bromo-4-(bromomethyl)-2-methylbenzene which was synthesised according to the method described in literature (), (4'-hydroxy-2-methyl-1,1'-biphenyl-4-yl)acetonitrile was obtained as a pale yellow solid (969 mg, yield: 76%). In the present step, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol was used as the boronic acid ester reagent in the reaction corresponding to Example (8-1). 1H-NMR (400MHz, CDCl3): delta 7.23-7.16 (5H, m), 6.89 (2H, d, J = 8.4 Hz), 4.86 (1H, br s), 3.75 (2H, s), 2.28 (3H, s).
Yield
Reaction Conditions
Operation in experiment
(84-2) (4-Bromo-3-methylphenyl)acetonitrile (2.59 g, 12.3 mmol) that was obtained according to a method similar to Example (11-1) from 1-bromo-4-(bromomethyl)-2-methylbenzene which was synthesised according to the method described in literature () was dissolved in acetic acid (10 ml).
With caesium carbonate; In acetonitrile; at 50℃; for 2h;
82C. (S)-methyl 2-(1-(4-(4-bromo-3-methylbenzyloxy)phenyl)pyrrolidin-2-yl)acetate To a stirred suspension of (S)-methyl 2-(1-(4-hydroxyphenyl)pyrrolidin-2-yl)acetate (79A, 270 mg, 1.148 mmol) and cesium carbonate (1.56 g, 4.78 mmol) in MeCN (10 mL) at 50 C. was added a solution of 83B (320 mg, 1.212 mmol) in MeCN (2.0 mL). The mixture was stirred at 50 C. for 2.0 h and then, cooled to rt and partitioned between CH2Cl2 (70 mL) and water (12 mL). The aqueous layer was extracted with CH2Cl2 (2*20 mL) and, the combined organic layers were dried (Na2SO4) and concentrated. Chromatography (SiO2 230-400 mesh, 9/1 hex/EtOAc) of the crude gave 82C (off-white solid, 472 mg, 92% yield). LC-MS, [M+H]+=418, 420.
With resin-supported 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine; In acetonitrile; at 90℃; for 3h;Microwave irradiation;
tert-butyl 2-(N-(4-bromo-3-methylbenzyl)-2,2-dimethylchroman-6-sulfonamido)acetate To the solution of tert-butyl 2-(2,2-dimethylchroman-6-sulfonamido)acetate (500 mg, 1.407 mmol) in MeCN (15 mL) was added resin-supported BEMP (786 mg, 1.547 mmol) and <strong>[27561-51-9]1-bromo-4-(bromomethyl)-2-methylbenzene</strong> (631 mg, 2.391 mmol). The mixture was heated in a microwave synthesizer at 90 C. for 3 hours. The reaction mixture was filtered, rinsed alternatively by dichloromethane and methanol. The filtrate was concentrated to give a reddish orange residue, which was purified by silica chromatography to obtain a white powder (516 mg, 68% yield). 1H NMR (500 MHz, CDCl3) delta 7.58 (d, J=2.2 Hz, 1H), 7.57 (s, 1H), 7.44 (d, J=8.1 Hz, 1H), 7.09 (s, 1H), 6.92 (dd, J=8.2, 2.1 Hz, 1H), 6.84 (d, J=9.3 Hz, 1H), 4.42 (s, 2H), 3.78 (s, 2H), 2.79 (t, J=6.8 Hz, 2H), 2.34 (s, 3H), 1.82 (t, J=6.7 Hz, 2HLRMS [ESI, MH+] m/z calcd for C25H33BrNO5S 538.13, found 538.1.
With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20℃; for 0.5h;Inert atmosphere;
Step 3: 6-(N-(4-bromo-3-methylbenzyl)methylsulfonamido)-5-cyclopropyl-2-(4- fluorophenyl)pyrazolo[ 1 ,5-a]pyridine-3-carboxamideA solution of 5-cyclopropyl-2-(4-fluorophenyl)-6-(methylsulfonamido)pyrazolo[1 ,5- a]pyridine-3-carboxamide (320 mg, 0.85 mmol), 1 -bromo-4-(bromomethyl)-2-methylbenzene (328 mg, 1.25 mmol), Kl (137 mg, 0.83 mmol) and K2C03 (345 mg, 2.49 mmol) in dry DMF (25 mL) was stirred at rt for 0.5 hr under nitrogen atmosphere. The reaction mixture was diluted with water (70 mL) and extracted with EtOAc (70 mL x 3). The combined organic layers were washed with water (100 mL) and brine (100 mL) and then, dried over anhydrous Na2S04. After the removal of solvent, the crude product was purified with column chromatography to afford 6-(N-(4-bromo-3-methylbenzyl)methylsulfonamido)-5-cyclopropyl- 2-(4-fluorophenyl)pyrazolo[1 ,5-a]pyridine-3-carboxamide (460 mg, 97 %) as a white solid. LCMS (m/z, ES+)= 571 .1 (M+1 ).
With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20℃; for 0.5h;Inert atmosphere;
Step 17: 6-(N-(4-bromo-3-methylbenzyl)methylsulfonamido)-5-cyclopropyl-2-(4- fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide A solution of 5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6- (methylsulfonamido)pyrazolo[1 ,5-a]pyridine-3-carboxamide (400 mg, 1.49mmol), 1-bromo-4- (bromomethyl)-2-methylbenzene (394 mg, 1 .5 mmol), Kl (166 mg, 1.0 mmol) and K2C03 (400 mg, 3.0 mmol) in dry DMF (20 mL) was stirred at rt for 0.5 h under nitrogen. The reaction mixture was diluted with water (60 mL) and extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with water (100 mL) and brine (100 mL) and then, dried over anhydrous Na2S04. After the removal of solvent, the crude product was purified with column chromatography to afford 6-(N-(4-bromo-3-methylbenzyl)methylsulfonamido)-5-cyclopropyl- 2-(4-fluorophenyl)-N-methylpyrazolo[1 ,5-a]pyridine-3-carboxamide (364 mg, 62 % yield) as a white solid. LCMS (m/z, ES+) = 584.9 (M+H)
Sodium hydride (60%, 0.6 g, 13 mmol) was added to a solution of methyl (2R,4R)-2-tert-butyl-4-(hydroxymethyl)-4-methyl-1,3-oxazolidine-3-carboxylate (13) (3.0 g, 13 mmol) in DMF (30 mL) at 0 C. The reaction mixture was stirred for 10 min, at which time 4-bromo-3-chlorobenzylbromide (5.5 g, 20 mmol) was added. The resulting mixture was warmed to ambient temperature and then stirred for 2 h. The reaction mixture was added to saturated aq NH4Cl (50 mL). The resulting biphasic mixture was poured into water and extracted with AcOEt (50 mL × 2). The combined organic layer was washed with water (30 mL) and brine (30 mL), dried over Na2SO4, filtered and evaporated. Purification by silica gel column chromatography (hexane/AcOEt = 1:0 to 4:1)
With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In 1,4-dioxane; at 80℃;
[0165] A mixture of l-bromo-4-(bromomethyl)-2-methylbenzene (12.0 g, 45.4 mmol), 4-cyanophenylboronic acid (6.00 g, 40.9 mmol), AcOK (8.9 g, 90.8 mmol) and Pd(PPh3)2Cl2 (1.6 g, 2.27 mmol) in dry dioxane (120 mL) was heated to 80C overnight. Then the mixture was poured into cold water and extracted with EtOAc. The combined organic layer was washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was purified by column chromatography to give 4-(4-bromo-3-methylbenzyl)benzonitrile (8.6 g, 65%) as a solid. 1H NMR (400 MHz, CDCI3) delta 7.59-7.57 (d, 1H), 7.47-7.45 (d, 1H), 7.28-7.26 (m, 3H), 7.03 (s, 1H), 6.86- 6.84 (d, 1H), 3.95 (s, 2H), 2.36 (s, 3H).
In water; N,N-dimethyl-formamide; at 20℃; for 4h;Inert atmosphere;
NaCN (1.94 g, 39.77mmol, 1.5 eq) was added to the solution of <strong>[27561-51-9]1-bromo-4-(bromomethyl)-2-methylbenzene</strong> (7.00 g, 26.51 mmol, 1.0 eq) in DMF and H20 (10:1, 100 mL) under nitrogen atmosphere and the solution was stirred at ambient temperature for 4 h. After complete consumption of startingmaterial, the reaction mixture was diluted with ice cold water and compound was extracted with diethyl ether. The organic extract was then washed with water, dried over anhydrous sodium sulfate, filtered, and solvent evaporated from the filtrated under reduced pressure to afford 2-(4- bromo-3-methylphenyl)acetonitrile as yellow oil (4.8 g, 86%).
(E)-methyl 3-(3-(cyclohexanecarboxamido)phenyl)acrylate[ No CAS ]
(E)-methyl 3-(3-(N-(4-bromo-3-methylbenzyl)cyclohexanecarboxamido)phenyl)acrylate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
Intermediate 12 (E)-Methyl 3-(3-(N-(4-bromobenzyl)cyclohexanecarboxamido)phenyl)acrylate [00408] Sodium hydride (5.43 g, 136 mmol) was added in portions to a solution of Intermediate 9 (30 g, 104 mmol) in THF (800 mL) at 0 C. The mixture was stirred for 30 min, and then l-bromo-4-(bromomethyl)benzene (31.3 g, 125 mmol) was added in portions at 0 C. The resulting mixture was slowly warmed to 15 C and stirred for 14 h. Water (400 mL) was added, and the mixture was extracted with ethyl acetate (3 x500 mL). The combined organic layers were washed with brine (2x500 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate; 3/1) to give (£)-methyl 3-(3-(JV-(4- bromobenzyl)cyclohexanecarboxamido)phenyl)acrylate (35 g, 66%) as a white solid. 1H NMR (DMSO-i): delta 7.58-7.72 (m, 3H), 7.37-7.50 (m, 3H), 7.06-7.18 (m, 3H), 6.67 (d, 1H), 4.82 (br s, 2H), 3.73 (s, 3H), 2.16 (br s, 1H), 1.56-1.72 (m, 4H), 1.32-1.54 (m, 3H), 1.10 (q, 1H), 0.88 (d, 2H); MS: 456.2 [M+H]+. The Intermediates below were synthesized from the appropriate starting materials following the procedure described for Intermediate 12Notes: Reaction time: 2-16h; *DMF insteac of THF; Cs2C03, CH3CN also utilized.
1-{1-[(4-bromo-3-methylphenyl)methyl]-1H-imidazol-2-yl}ethan-1-ol[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
17%
With potassium carbonate; In acetonitrile; at 80℃; for 4h;
The suspension of l-(lH-imidazol-2-yl)ethanol (0.10 g), potassium carbonate (0.49 g) and 1- bromo-4-(bromomethyl)-2-methyl"benzene (0.35 g) in acetonitrile (4.5 mL) was stirred for 4 hours at 80 C. The mixture was allowed to cool to room temperature and filtered. The filtrate was diluted with water and was extracted with EtOAc. The organic layer was dried over MgS04, filtered and evaporated. The residue was charged onto ISOLUTE HM-N, purified with OH-type silica gel column chromatography (0"10 % MeOH in CHC) twice and then re-purified with amino-type silica gel column chromatography (0-10 % MeOH in CHCl3) to give the title compound (46 mg, 17 % yield) as pale yellowish solid.1H-NMR, MS and LCMS retention time data of Compound-31 are shown in Table 3.
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