[ CAS No. 69716-05-8 ] {[proInfo.proName]}

Name: 69716-05-8|2-(6-Methoxybenzofuran-3-yl)acetic acid|97%
Brand: Ambeed
SKU: A344095
Price: 34.0 USD
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Quality Control of [ 69716-05-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 69716-05-8 ]

SDS Specification

Alternatived Products of [ 69716-05-8 ]

Product Details of [ 69716-05-8 ]

CAS No. :	69716-05-8	MDL No. :	MFCD02677734
Formula :	C₁₁H₁₀O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	QCXJFLREQGIACT-UHFFFAOYSA-N
M.W :	206.19	Pubchem ID :	736818
Synonyms :

Calculated chemistry of [ 69716-05-8 ] Expand+

Physicochemical Properties

Num. heavy atoms :	15
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.18
Num. rotatable bonds :	3
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	54.25
TPSA :	59.67 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.79
Log Po/w (XLOGP3) :	1.76
Log Po/w (WLOGP) :	2.07
Log Po/w (MLOGP) :	0.82
Log Po/w (SILICOS-IT) :	2.09
Consensus Log Po/w :	1.7

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.47
Solubility :	0.694 mg/ml ; 0.00336 mol/l
Class :	Soluble
Log S (Ali) :	-2.63
Solubility :	0.483 mg/ml ; 0.00234 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.2
Solubility :	0.13 mg/ml ; 0.000632 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.46

Safety of [ 69716-05-8 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338	UN#:	3261
Hazard Statements:	H302-H318	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 69716-05-8 ]

* 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 [ 69716-05-8 ]

[ 69716-05-8 ] Synthesis Path-Downstream 1~35

1
[ 4070-48-8 ]
[ 69716-05-8 ]
N-[2-(6-methoxybenzofuran-3-yl)acetyl]-(L)-valine methyl ester [ No CAS ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 9258 - 9267

2
[ 2577-90-4 ]
[ 69716-05-8 ]
N-[2-(6-methoxybenzofuran-3-yl)acetyl]-(L)-phenylalanine methyl ester [ No CAS ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 9258 - 9267

3
[ 2766-43-0 ]
[ 69716-05-8 ]
N-tert-butyloxycarbonyl-N-[2-(6-methoxybenzofuran-3-yl)-acetyl]-(L)-serine methyl ester [ No CAS ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 9258 - 9267

4
[ 41295-55-0 ]
[ 69716-05-8 ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 9258 - 9267
[2]Chemical Communications,2018,vol. 54,p. 9833 - 9836

5
[ 69716-05-8 ]
(6-methoxy-2,3-dihydro-1-benzofuran-3-yl)acetic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88.4%Chromat.	With hydrogen; sodium methylate; In methanol; at 20℃; under 5250.53 Torr; for 5h;Product distribution / selectivity;	Example 16; optically active form of (6-methoxy-2, 3-dihydro-l- benzofuran-3-yl) acetic acid; To a mixture of (1, 5-cyclooctadiene) rhodium trifluoromethanesulfonate (5.9 mg) and (S, S) -Et-FerroTANE (5.5 <n="121"/>mg) was added methanol (2.5 mL) sufficiently substituted by argon gas, and the mixture was stirred at room temperature 15 min. This was added to a mixture of (6-methoxy-l-benzofuran-3- yl) acetic acid (51.5 mg) and sodium methoxide (7 mg) , and the mixture was stirred at room temperature for 5 hr under 0.7 MPa hydrogen atmosphere. The reaction mixture was quantified. byHPLC. As a result, the enantiomeric excess was 86.2%, and the yield was 88.4%.(conditions of high performance liquid chromatography) column: CHIRALPAK AS-H (manufactured by DAICEL CHEMICALINDUSTRIES LTD.) mobile phase: n-hexane/2-propanol/trifluoroacetate (volume ratio: 95/5/0.1) flow rate: 1.0 ?iL/min detection: UV (220 nm) temperature: room temperature retention time: 22 min (93.1%), 24 min (6.9%)

Reference： [1]Patent: WO2008/1931,2008,A2 .Location in patent: Page/Page column 119-120

6
[ 150-19-6 ]
[ 69716-05-8 ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 9258 - 9267
[2]Chemical Communications,2018,vol. 54,p. 9833 - 9836

7
[ 67-56-1 ]
[ 69716-05-8 ]
[ 39581-48-1 ]

Yield	Reaction Conditions	Operation in experiment
98%	With sulfuric acid; for 8h;Heating / reflux;	A mixture of <strong>[69716-05-8](6-methoxy-benzofuran-3-yl)-acetic acid</strong> (2 g, 9.7 mmol) and H2SO4 (0.3 mL) in methanol (40 mL) was refluxed for 8 h and then concentrated. An aqueous NaHCO3 solution was added, followed by extraction with CH2Cl2. The combined organic layers were dried over anhydrous MgSO4 and evaporated to give a brown oil, which was purified on a silica gel column eluting with EtOAc/hexane (1:10) to give methyl 2-(6-methoxybenzofuran-3-yl)acetate (2.1 g, 98%)

Reference： [1]Patent: US2006/148801,2006,A1 .Location in patent: Page/Page column 12

8
[ 69716-05-8 ]
[ 1134113-14-6 ]

Yield	Reaction Conditions	Operation in experiment
	With thionyl chloride; In methanol; at -40 - 20℃; for 7h;	At -40C, 3.97 ml (55.11 mmol) of thionyl chloride was added dropwise to methanol (70 ml) and stirred at the same temperature for 30 minutes. A methanol solution (30 ml) of 3.78 g (18.37 mmol) of <strong>[69716-05-8]2-<strong>[69716-05-8](6-methoxy-1-benzofuran-3-yl)acetic acid</strong></strong> (I-44) was added dropwise thereto and stirred at room temperature for 7 hours. The reaction solution was evaporated under a reduced pressure, and the residue was diluted with ethyl acetate and washed with saturated sodium bicarbonate aqueous solution and brine. The thus obtained organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The thus obtained residue was applied to a silica gel column chromatography. By eluting with a mixed solvent of n-hexane-ethyl acetate (4:1), 3.89 g (96%) of the title compound was obtained as a colorless solid which was directly subjected to the subsequent reaction.
	With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 4h;	Step 4: Into a 5-L 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed <strong>[69716-05-8](6-methoxy-1-benzofuran-3-yl)acetic acid</strong> (175.00 g, 848.703 mmol, 1.00 equiv.), DCM (3500.00 mL), and DMF (2.00 mL, 25.844 mmol, 0.03 equiv.). Then (COCl)2 (118.49 g, 933.573 mmol, 1.1 equiv.) was added dropwise. The resulting solution was stirred for 4 h at room temperature. The resulting mixture was concentrated under vacuum. This resulted in 170 g (89.17%) of (6-methoxy-1-benzofuran-3-yl)acetyl chloride (crude) as green oil.

Reference： [1]Tetrahedron Letters,2010,vol. 51,p. 2888 - 2891
[2]Patent: EP1717238,2006,A1 .Location in patent: Page/Page column 52
[3]Patent: US2020/95258,2020,A1 .Location in patent: Paragraph 0245

9
[ 35231-44-8 ]
[ 69716-05-8 ]

Yield	Reaction Conditions	Operation in experiment
99%		A 5.00 g (18.58 mmol) portion of 4-bromomethyl-7-methoxycoumarin was suspended in 1 N sodium hydroxide aqueous solution and heated under reflux for 6 hours. The reaction solution was ice-cooled, neutralized with 1 N hydrochloric acid aqueous solution and extracted with chloroform. The thus obtained organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure to obtain 3.78 g (99%) of the title compound as a crude pale brown solid which was directly subjected to the subsequent reaction.
94%	With sodium hydroxide; In water;Reflux;	General procedure: The substituted-4-bromomethylcoumarin 4 (10 mM) was refluxed in 1M NaOH (100 mL) for1-2 h (monitored by TLC). Th ereaction mixture was cooled and neutralized with 1M HCl ,and then the obtained product was filtered and dried. The obtained products were sufficiently pure and hence were not recrystallized. Mp 97-98 C (literature mp 98-100 C),[15] yield 95%; IR (KBr, nu in cm-1): 3439 (br, OH), 1722 (C=O); 1H NMR (400 MHz, DMSO-d6): delta 2.39 (s, 3H, C5-CH3), 3.65 (s, 2H, C3-CH2), 7.11 (d, J=8.4 Hz, 1H, C6-H), 7.37 (d, J=0.4 Hz, 1H, C4-H), 7.42 (d, J=8.4 Hz, 1H, C7-H), 7.83 (s, 1H, C2-H), 12.46 (s, 1H, COOH); 13C NMR (400 MHz, DMSO-d6): 20.88, 28.95, 110.74, 113.68, 119.71, 125.42, 127.81, 131.39, 143.44, 152.92, 171.92. LCMS m=z: 191 [M+1]. Anal. calcd. for C11H10O3: C, 69.46; H, 5.30. Found: C, 69.38; H, 5.28.

Reference： [1]Patent: EP1717238,2006,A1 .Location in patent: Page/Page column 52
[2]Synthetic Communications,2015,vol. 45,p. 2195 - 2202
[3]Asian Journal of Chemistry,2019,vol. 31,p. 965 - 970

10
[ 69716-05-8 ]
[ 796851-74-6 ]

Yield	Reaction Conditions	Operation in experiment
		Synthesis of 4-r2-(6-methoxy-benzofuran-3-yl)-ethanol (21);THF (21) <n="27"/>A solution of <strong>[69716-05-8](6-methoxy-benzofuran-3-yl)-acetic acid</strong> (10.16 g, 49.3 mmol) in 500 ml of THF is cooled in an ice-bath. To this solution is added LAH (1 M in THF1 49.3 ml, 49.3 mmol) and stirring is continued for 1 hour. The reaction mixture is then poured onto ice cold 1 N HCI and extracted 3-times with EtOAc. The combined organic layers are dried and evaporated. 1 H-NMR (CDCI3): delta (ppm) 7.43 (s, 1 H), 7.42 (d, 1 H)1 7.01 (d, 1H), 6.88 (dd, 1 H), 3.91 (t, 2H), 3.85 (s, 3H), 2.91 (t, 2H), 1.6 (v br s, 1 H).

Reference： [1]Patent: WO2008/101905,2008,A1 .Location in patent: Page/Page column 25-26

11
[ 69716-05-8 ]
[ 39581-48-1 ]

Yield	Reaction Conditions	Operation in experiment
67%		Intermediate 73methyl 2-(6-methoxybenzofuran-3-yl)acetate (745)745[0512] Step A: To a solution of <strong>[69716-05-8]2-(6-methoxybenzofuran-3-yl)acetic acid</strong> (0.6 g, 2.9 mmol) in anhydrous dichloromethane (20 mL) at -78 C was added boron tribromide (1.5 eq.) The reaction was stirred at -78 C for 30 minutes, 0 C for 2 hours, and at room temperature overnight. The reaction mixture was cooled to 0 C and quenched slowly with methanol. After stirring for 15 minutes a saturated sodium bicarbonate solution was added slowly to the mixture and allowed to stir at 0 C for 30 minutes. Ethyl acetate was added and the layers were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give methyl 2-(6-methoxybenzofuran-3-yl)acetate (745) (67%).
67%		Intermediate 73 methyl 2-(6-methoxybenzofuran-3-yl)acetate (745)745 [0504] Step A: To a solution of <strong>[69716-05-8]2-(6-methoxybenzofuran-3-yl)acetic acid</strong> (0.6 g, 2.9 mmol) in anhydrous dichloromethane (20 mL) at -78 0C was added boron tribromide (1.5 eq.) The reaction was stirred at -78 0C for 30 minutes, 0 0C for 2 hours, and at room temperature overnight. The reaction mixture was cooled to 0 0C and quenched slowly with methanol. After stirring for 15 minutes a saturated sodium bicarbonate solution was added slowly to the mixture and allowed to stir at 0 0C for 30 minutes. Ethyl acetate was added and the layers were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to give methyl 2-(6-methoxybenzofuran-3-yl)acetate (745) (67%).

Reference： [1]Patent: WO2011/159297,2011,A1 .Location in patent: Page/Page column 145-146
[2]Patent: WO2010/80537,2010,A1 .Location in patent: Page/Page column 119-120

12
[ 444287-40-5 ]
[ 69716-05-8 ]
[ 927672-21-7 ]

Yield	Reaction Conditions	Operation in experiment
73%		5.164 N-[2-(2,6-DIOXO-PIPERIDIN-3-YL)-1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOL-4-YLMETHYL]2-(6-METHOXY-BENZOFURAN-3-YL)-ACETAMIDE To a stirred suspension of 4-aminomethyl-2-(2,6-dioxo-piperidin-3-yl)-isoindole-1,3-dione hydrochloride (0.7 g, 2.2 mmol) in acetonitrile (60 mL), was added 1,8-diazabicyclo[5,4,0]undec-7-ene (0.8 g, 5.4 mmol). After stirring for 10 minutes, 1-hydroxybenzotriazole (0.4 g, 2.6 mmol) and <strong>[69716-05-8]2-(6-methoxy-1-benzofuran-3-yl)-acetic acid</strong> were added, followed by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.6 g, 3.2 mmol). After stirring at room temperature overnight, the mixture was concentrated in vacuo. The residue was dissolved in CH2Cl2 (80 mL) and washed with water (40 mL), 1NHCl (2×30 mL), water (40 mL), and brine (40 mL), and dried over MgSO4. Solvent was removed in vacuo, and the residue was purified by ISCO silica gel flash chromatography (Eluent: EtOAc:CH2Cl2 3:7) to afford N-[2-(2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-ylmethyl]2-(6-methoxy-benzofuran-3-yl)-acetamide (0.76 g, 73%) as a white solid: mp 143-145 C.; HPLC: Waters Symmetry C-18, 3.9×150 mm, 5 micro, 1 mL/min, 240 nm, 40/60 (CH3CN/H2O): tR=3.41 min. (98%); 1H NMR (DMSO-d6) delta 2.03-2.07 (m, 1H), 2.51-2.63 (m, 2H), 2.84-2.91 (m, 1H), 3.60 (s, 2H), 3.79 (s, 3H), 4.74 (d, J=5.9 Hz, 2H), 5.12-5.18 (dd, J=5.3 and 12.8 Hz, 1H), 6.85-6.89 (dd, J=2.2 and 8.6 Hz, 1H), 7.15 (d, J=2.2 Hz, 1H), 7.46 (d, J=8.6 Hz, 1H), 7.64-7.81 (m, 4H), 8.69 (t, J=5.9 Hz, 1H), 11.14 (s, 1H); 13C NMR (DMSO-d6) delta 21.95, 30.51, 30.90, 37.91, 48.83, 55.53, 95.93, 111.42, 114.55, 120.21, 120.91, 121.90, 127.12, 131.49, 133.29, 134.63, 139.06, 142.19, 155.57, 157.68, 166.90, 167.43, 169.78, 172.63, 172.73; Anal. Calcd. for C25H21N3O7: C, 63.16; H, 4.45; N, 8.84. Found: C, 62.90; H, 4.44; N, 8.74.

Reference： [1]Patent: US2007/49618,2007,A1 .Location in patent: Page/Page column 133

13
[ 139200-39-8 ]
[ 69716-05-8 ]
C₁₆H₁₇NO₅ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 4969 - 4974

14
[ 726174-52-3 ]
[ 69716-05-8 ]

Reference： [1]Bulletin of the Chemical Society of Japan,2014,vol. 87,p. 539 - 543
[2]Patent: US2020/95258,2020,A1

15
[ 39581-48-1 ]
[ 69716-05-8 ]

Yield	Reaction Conditions	Operation in experiment
94.94%	With water; sodium hydroxide; In tetrahydrofuran; at 0 - 20℃; for 1h;	Step 3: Into a 3-L 4-necked round-bottom flask, was placed methyl 2-(6-methoxy-1-benzofuran-3-yl)acetate (180.00 g, 817.350 mmol, 1.00 equiv.), THF (900.00 mL). This was followed by the addition of a solution of NaOH (65.38 g, 1634.699 mmol, 2.00 equiv.) in H2O (900 mL) in portions at 0 C. The resulting solution was stirred for 1 h at room temperature. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 2 L of H2O. HCl (2 mol/L) was employed to adjust the pH to 4. The solids were collected by filtration. This resulted in 160 g (94.94%) of (6-methoxy-1-benzofuran-3-yl)acetic acid as a yellow solid.

Reference： [1]Patent: US2020/95258,2020,A1 .Location in patent: Paragraph 0244
[2]Bulletin of the Chemical Society of Japan,2014,vol. 87,p. 539 - 543

16
[ 69716-05-8 ]
C₁₁H₁₂O₄ [ No CAS ]
[ 1609194-88-8 ]

Reference： [1]Bulletin of the Chemical Society of Japan,2014,vol. 87,p. 539 - 543

17
C₁₀H₁₇NO₄*C₂HF₃O₂ [ No CAS ]
[ 69716-05-8 ]
C₁₆H₁₇NO₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 23℃; for 16h;	General procedure: The fragment carboxylic acid (0.35 mmol) was dissolved in dimethylformamide (0.2 M, 1.75 mL), then 14 (42.6 mg, 0.35 mmol), HBTU (128 mg, 0.34 mmol), and HOBT (51.8 mg, 0.38 mmol) were added, followed by diisopropylethylamine (175 muL, 1.047 mmol). The reaction was stirred at 23 C for 16 h. TLC at 16 h showed conversion to product. The reaction was quenched with H2O (5 mL) and extracted with DCM (3 x 5 mL). The combined organic layers were washed with 1 M HCl (10 mL), saturated aqueous NaHCO3 (10 mL), and saturated aqueous NaCl (10 mL). The organic layer was dried over MgSO4, filtered, and evaporated. Purification with flash column chromatography with CH3OH/CH2Cl2 ( CH3OH gradient 0 ? 5 %).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 4509 - 4512

18
C₁₁H₁₇NO₂*(x)HI [ No CAS ]
[ 69716-05-8 ]
exo-1-(7-ethyl-2-azabicyclo[2.2.2]oct-5-en-2-yl)-2-(6-methoxybenzofuran-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 0.333333h;	To a solution of isoquinuclidine 2a (146 mg, 0.750 mmol) in anhydrous CH2C12 (6.0 mL) at 0 C was added iodotrimethylsilane (427 p1, 3.00 mmol), and the orange solution was allowed to warm to room temperature and stirred for 1 h. The reactionwas then quenched with MeOH (2.3 mL) and concentrated to provide the isoquinuclidine HI salt as an orange-brown solid. To this material was added <strong>[69716-05-8]2-<strong>[69716-05-8](6-methoxy-1-benzofuran-3-yl)acetic acid</strong></strong> (155 mg, 0.750 mmol), N- (3-dimethylaminopropyl) -N?-ethylcarbodiimide hydrochloride (151 mg, 0.787 rnrnol), 4-(dimethylamino)pyridine (9.2 mg, 0.075 mmol),and iPr2NEt (157 pL, 0.900 mmol) followed by anhydrous CH2C12 (10.5 mL), and the resulting solution was stirred for 20 mm. at room temperature. The reaction was then quenched with H20 (20 mL) and diluted with CH2c12 (10 mL) . The organic layer was separated and washed with 1% aqueous NaOH (2 x 10 mL), 2% aqueous HCl (2 x 10 mL), and H20 (10 mL), dried over Na2SO4, and concentrated to give a yellow oil. This material was washed through a short silica column with 1:1hexanes:EtOAc, and the eluate concentrated to provide pure amide 33 as a nearly colorless oil (155 mg, 65%) . ?H NMR (500 MHz, cDC13) (some partial integrals due to conformers) 7.48 - 7.41 (m, 2H), 7.00 - 6.98 (m, 1H), 6.89 - 6.84 (m, 1H), 6.47 (ddd, J 7.8, 6.3, 1.4 Hz, 0.6H), 6.34 (td, J = 6.6, 1.1 Hz, 1H), 6.26 (ddd, J = 7.8, 6.1, 1.4Hz, 0.4H), 5.15 (d, J = 6.2 Hz, 0.6H), 4.25 (d, J = 6.1 Hz, 0.4H),3.84 (d from conformers, 3H), 3.78 - 3.51 (m, 2H), 3.37 (dd, J= 9.2,2.2 Hz, 0.6H), 3.29 (dd, J= 11.7, 2.0 Hz, 0.4H), 3.17 - 3.10 (m, 1H),2.77 - 2.68 (m, 1H), 1.69 - 1.63 (m, 1H), 1.53 - 1.44 (m, 1H), 1.44 -1.22 (m, 2H) , 1.06 (ddd, J 12.6, 4.5, 2.2 Hz, 0.4H) , 0.97 (ddd, J =12.8, 4.5, 2.3 Hz, 0.6H), 0.93 (t, J = 7.3 Hz, 3H); ?3C NMR. (126 lvflz,CDC13) (spectrum complicated by conformers) 167.0, 158.3, 156.4,141.7, 141.6, 134.6, 134.0, 133.5, 132.5, 121.4, 121.3, 120.2, 120.0,114.5, 113.9, 111.8, 111.7, 96.14, 96.10, 55.9, 52.7, 49.5, 48.3,46.9, 41.0, 40.5, 31.3, 30.6, 30.4, 30.2, 29.77, 29.75, 27.8, 27.7,12.5, 12.3; LR-MS calcd. for C2oH24NO3 [M+H] 326.18, found 326.61.

Reference： [1]Patent: WO2016/86158,2016,A1 .Location in patent: Page/Page column 118; 119

19
[ 5378-27-8 ]
[ 69716-05-8 ]
4-(1,3,4-oxadiazol-2-yl)phenyl 2-(6-methoxybenzofuran-3-yl)acetate [ No CAS ]

Reference： [1]Chemical Communications,2018,vol. 54,p. 9833 - 9836

20
[ 69716-05-8 ]
2-((6-methoxybenzofuran-3-yl)methyl)-1,3,4-oxadiazole [ No CAS ]

Reference： [1]Asian Journal of Chemistry,2019,vol. 31,p. 965 - 970

21
[ 69716-05-8 ]
(6-methoxy-benzofuran-3-yl)acetic acid hydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%		General procedure: To a solution of (6-methyl-benzofuran-3-yl)-acetic acid 1c(0.01 mol) in ethanol (35 mL) and a few drops of sulphuric acidwere added and the mixture was heated under reflux for 4 h on awater bath. The 5mL hydrazine hydrate was added to the resultantmixture and refluxed for 6 h (completion of the reaction wasmonitored by TLC) and using cold water the reaction mixture wasdiluted. The separated carbohydrazide 2c was collected andrecrystallized from ethanol as colorless needles.

Reference： [1]Journal of Molecular Structure,2019,vol. 1188,p. 142 - 152
[2]Asian Journal of Chemistry,2019,vol. 31,p. 965 - 970

22
[ 64-17-5 ]
[ 69716-05-8 ]
[ 796851-73-5 ]

Reference： [1]Asian Journal of Chemistry,2019,vol. 31,p. 965 - 970

23
[ 69716-04-7 ]
[ 69716-05-8 ]