[ CAS No. 7169-37-1 ] {[proInfo.proName]}

Name: 7169-37-1|7-Methoxybenzofuran-3(2H)-one|95%
Brand: Ambeed
SKU: A217348
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Quality Control of [ 7169-37-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 7169-37-1 ]

SDS Specification

Alternatived Products of [ 7169-37-1 ]

Product Details of [ 7169-37-1 ]

CAS No. :	7169-37-1	MDL No. :	MFCD00274296
Formula :	C₉H₈O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	QSJBSTJSAZCHSA-UHFFFAOYSA-N
M.W :	164.16	Pubchem ID :	2818112
Synonyms :

Calculated chemistry of [ 7169-37-1 ]

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.22
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	0.0
Molar Refractivity :	42.7
TPSA :	35.53 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) :	-6.28 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.83
Log Po/w (XLOGP3) :	1.44
Log Po/w (WLOGP) :	1.27
Log Po/w (MLOGP) :	0.43
Log Po/w (SILICOS-IT) :	2.14
Consensus Log Po/w :	1.42

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.07
Solubility :	1.4 mg/ml ; 0.00853 mol/l
Class :	Soluble
Log S (Ali) :	-1.79
Solubility :	2.65 mg/ml ; 0.0162 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-2.7
Solubility :	0.331 mg/ml ; 0.00201 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.93

Safety of [ 7169-37-1 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 7169-37-1 ]

* 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 [ 7169-37-1 ]

[ 7169-37-1 ] Synthesis Path-Downstream 1~88

1
[ 7169-37-1 ]
[ 121-33-5 ]
[ 6307-94-4 ]

Yield	Reaction Conditions	Operation in experiment
80%	With piperidine; In ethanol; for 2h;Reflux;	General procedure: A mixture of 7-substituted 3(2H)-benzofuranones (7a and 7b) (1 eq), substituted aromatic aldehydes (8a-d)(1 eq), in ethanol (10 mL) were added 3 drops of piperidine. The mixture was then heated under reflux for 2 hours. After cooling H2O (20 mL) was added slowly. The crystalline precipitate was separated by filtration and purified by recrystallization from ethanol to afford pure compounds (9a-g).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,p. 2153 - 2156
[2]Chemische Berichte,1956,vol. 89,p. 378,385

2
[ 7169-37-1 ]
[ 120-14-9 ]
(Z)-2-(3,4-dimethoxybenzylidene)-7-methoxybenzofuran-3(2H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With aluminum oxide; In dichloromethane; at 25℃; for 2h;	General procedure: To a solution of <strong>[7169-37-1]7-methoxybenzofuran-3(2H)-one</strong> (150?mg, 0.914?mmol) in anhydrous CH2Cl2 (25?mL) was added 3,4-dimethoxybenzaldehyde (183?mg, 1.10?mmol) and Al2O3 (3.4?g), and the suspension was stirred at room temperature for 2?h. The solid was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was washed with MeOH, filtered and dried to afford (Z)-2-(3,4-dimethoxybenzylidene)-<strong>[7169-37-1]7-methoxybenzofuran-3(2H)-one</strong> (113?mg, 40%) as a yellow solid. 1H NMR (CDCl3) delta 7.64 (d, 1H, J?=?2.0?Hz), 7.52 (dd, 1H, J1?=?8.4?Hz, J2?=?2.0?Hz), 7.40 (dd, 1H, J1?=?6.8?Hz, J2?=?2.0?Hz), 7.16 (m, 2H), 6.97 (d, 1H, J?=?8.4?Hz), 6.91 (s, 1H), 4.03 (s, 3H), 4.00 (s, 3H), 3.96 (s, 3H). 13C NMR (CDCl3) delta 184.7, 155.7, 151.1, 149.3, 146.2, 146.1, 126.3, 125.5, 123.9, 123.5, 118.7, 116.1, 114.3, 114.0, 111.4, 56.7, 56.1, 56.0.

Reference： [1]European Journal of Medicinal Chemistry,2019,vol. 165,p. 133 - 141
[2]Chemische Berichte,1956,vol. 89,p. 378,385

3
[ 7169-37-1 ]
[ 58131-63-8 ]
[ 111976-12-6 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 423 - 425

4
[ 7169-37-1 ]
[ 21204-67-1 ]
[ 79477-01-3 ]

Reference： [1]Journal of the American Chemical Society,1981,vol. 103,p. 6261 - 6262

5
[ 7169-24-6 ]
[ 7169-37-1 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 423 - 425
[2]Synlett,2002,p. 501 - 503

6
7-methoxy-3-acetoxybenzofuran [ No CAS ]
[ 7169-37-1 ]

Reference： [1]Synthetic Communications,1995,vol. 25,p. 915 - 920
[2]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6354 - 6363

9
[ 7169-37-1 ]
[ 358-23-6 ]
[ 440083-75-0 ]

Yield	Reaction Conditions	Operation in experiment
71%	With triethylamine; In dichloromethane; at -20℃; for 2h;	Trifluoromethanesulfonic anhydride (4.6 g, 16.3 mmol) was added dropwise to a solution of 7-methoxybenzofuran-3(211)-one (1.8 g, 10.9 mmol), triethylamine (2.2 g, 21.8 mmol), and dichloromethane (40 mL) at -20 C. The resulting mixture was stirred at -20 C for 2 h. The reaction mixture was neutralized with saturated aqueous NaHCO3 (22 mL). The organic layer was separated, washed with water (40 mL) and brine (40 mL), dried over Na2SO4, and concentrated in vacuo. The residue was purified on a silica gel column using petroleum ether to afford the title compound as yellow oil (2.3 g, yield 71%). 1H NMR (DMSO-d6, 400 MHz): oe 8.67 (s, 1H), 7.36 (t, 1H), 7.21 (d, 1H), 7.20 (d, 1H), 3.96 (s, 3H).
	With triethylamine; In dichloromethane; at -20℃; for 1h;	To a cold solution [(-20C)] of 3.3 g (20 [MMOL)] 7-methoxy-benzofuranone in 30 mL methylene chloride was added 8.3 mL (6.0 [MMOL)] of triethylamine. To the cold mixture, a solution of 8.5 g (30 [MMOL)] of [TRIFLIC] anhydride in 20 ml of methylene chloride was added dropwise. The temperature was kept [AT-20C] or 1 hour. The reaction was then quenched with 100 mL of saturated aqueous sodium bicarbonate aand extracted with methylene chloride (2 x 150 mL). The combined organic extracts were dried over magnesium sulfate and concentrated in vacuum to give 5.6 g of the desired product. MS (ES) m/z (relative intensity): 265 [(M+H,] 100);
		Example 15 Intermediate 15-7-methoxytrifluoro-methanesulfonic acid 5-fluoro-benzo[b]thiophen-3-yl ester 125 To a cold solution (-20 C.) of 7-MeO-Benzofuranone (3.3 g) in CH2Cl2 (30 ml), TEA (8.3 ml) was added. To the cold mixture, a solution of triflic anhydride (8.5 g) in CH2Cl2 (20 ml) was added drop by drop. The temperature was kept at this temperature for 1 hr. It was then quenched with a solution of NaHCO3 and the product extracted with CH2Cl2, dried over MgSO4, and the solvent was removed to give 5.6 g of the desired product.

With triethylamine; In dichloromethane; at -20℃; for 1h;

To a cold solution (-20C) of 7-MEO-BENZOFURANONE (3.3 g) in CH2C12 (30 ml), TEA (8. 3ml) was added. To the cold mixture, a solution of triflic anhydride (8. 5G) in CH2CK (20 ml) was added drop by drop. The temperature was kept at this temperature for 1 hr. It was then quenched with a solution OF NAHC03 and the product extracted with CH2C12, dried over MGS04, and the solvent was removed to give 5.6 g of the desired product.

Reference： [1]Patent: WO2013/142266,2013,A1 .Location in patent: Paragraph 00510
[2]Synlett,2002,p. 501 - 503
[3]Patent: WO2004/24733,2004,A1 .Location in patent: Page 29, 48
[4]Patent: US2009/54454,2009,A1 .Location in patent: Page/Page column 16
[5]Patent: WO2004/99191,2004,A2 .Location in patent: Page 35-36

10
[ 7169-37-1 ]
(+/-)-2-fluoro-7-methoxy-3-(2H)-benzofuranone [ No CAS ]

Reference： [1]Synthesis,2002,p. 2609 - 2615

11
[ 7169-37-1 ]
[ 61380-89-0 ]
4-(4-bromophenyl)-2-hydroxy-6-methoxy-dibenzofuran-1-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 491 - 493

12
[ 7169-37-1 ]
[ 61380-88-9 ]
2-hydroxy-6-methoxy-4-(4-methoxyphenyl)-dibenzofuran-1-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 491 - 493

13
[ 7169-37-1 ]
[ 94835-37-7 ]
6-methoxy-4-phenyl-2-(piperidin-1-yl)dibenzofuran-1-carbonitrile [ No CAS ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 491 - 493

14
[ 7169-37-1 ]
[ 174467-64-2 ]
4-(4-fluorophenyl)-2-hydroxy-6-methoxy-dibenzofuran-1-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 491 - 493

15
[ 7169-37-1 ]
[ 359845-79-7 ]
2-hydroxy-6-methoxy-4-p-tolyl-dibenzofuran-1-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 491 - 493

16
[ 7169-37-1 ]
[ 757235-51-1 ]
6-methoxy-2-(piperidin-1-yl)-4-p-tolyldibenzofuran-1-carbonitrile [ No CAS ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 491 - 493

17
[ 7169-37-1 ]
4-methylsulfanyl-6-(4-methylsulfanyl-phenyl)-2-oxo-2<i>H</i>-pyran-3-carboxylic acid methyl ester [ No CAS ]
2-hydroxy-6-methoxy-4-(4-methylsulfanylphenyl)-dibenzofuran-1-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2005,vol. 46,p. 491 - 493

18
[ 7169-37-1 ]
[ 74-97-5 ]
3-chloromethyl-7-methoxy-2,3-dihydro-benzofuran-3-ol [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

19
[ 7169-37-1 ]
[ 21204-67-1 ]
[ 39581-49-2 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

20
[ 7169-37-1 ]
[ 1730-25-2 ]
3-allyl-7-methoxy-2,3-dihydro-benzofuran-3-ol [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

21
[ 7169-37-1 ]
[ 1099-45-2 ]
[ 84922-69-0 ]

Yield	Reaction Conditions	Operation in experiment
81%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-methoxy-benzofuran-3(2H)-one (1.64 g, 10 mmol) and (carboxymethylene)triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and then with 25% ethyl acetate. The product, ethyl(7-methoxy-1-benzofuran-3-yl)acetate, was obtained as a white oil. Yield: 1.9 g (81%); (M+H): 235.
	In toluene; for 42h;Reflux;	A solution of the <strong>[7169-37-1]7-methoxybenzofuran-3(2H)-one</strong> (commercially obtained) (1 equivalent) and (carbethoxymethylene)triphenylphosphorane (1.1 equivalent) in anhydrous toluene (0.30 M, based on benzofuranone) was refluxed until TLC indicated the consumption of starting material and thenconcentrated in vacuo. The resulting material was triturated with 9:1 hexanes:EtOAc (-7 mL per rnmol substrate) and filtered, and the remaining solids were washed with additional portions of 9:1 hexanes:EtOAc (3 x ?-3 mL per rnmol substrate) . The combined filtrates were concentrated to give the crude product, which was purified bycolumn chromatography (9:1 hexanes:EtOAc) to provide a pale-yellow oil still containing impurities (423 mg, <30%) . ?H N (500 z, CDC13) (Peak list excludes impurity peaks) 7.64 (s, 1H), 7.20 - 7.14 (m, 2H), 6.82 (dd, J = 7.0, 1.8 Hz, 1H), 4.19 (q, J = 7.1 Hz, 2H), 4.01 (s, 3H), 3.68 (d, J 1.0 Hz, 2H), 1.27 (t, J = 7.1 Hz, 4H); LR-MScalcd. for C13H15O4 [M+H] 235.10, found 235.25.

Reference： [1]Patent: US2009/54454,2009,A1 .Location in patent: Page/Page column 26
[2]Journal of the American Chemical Society,2007,vol. 129,p. 8328 - 8332
[3]Journal of Medicinal Chemistry,2009,vol. 52,p. 1853 - 1863
[4]Patent: WO2016/86158,2016,A1 .Location in patent: Page/Page column 140

22
[ 75717-52-1 ]
[ 7169-37-1 ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 8328 - 8332

23
[ 7169-37-1 ]
[ 941576-01-8 ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 8328 - 8332

24
[ 7169-37-1 ]
3-(7-methoxybenzofuran-3-yl)-4-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 8328 - 8332

25
[ 90-05-1 ]
[ 7169-37-1 ]

Reference： [1]Journal of the American Chemical Society,2007,vol. 129,p. 8328 - 8332
[2]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 6160 - 6165
[3]Molecular Crystals and Liquid Crystals,2013,vol. 577,p. 83 - 94
[4]European Journal of Medicinal Chemistry,2017,vol. 130,p. 195 - 208

26
[ 7169-37-1 ]
[ 181052-53-9 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

27
[ 7169-37-1 ]
[ 181052-64-2 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

28
[ 7169-37-1 ]
[ 181052-81-3 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

29
[ 7169-37-1 ]
[ 181052-63-1 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

30
[ 7169-37-1 ]
[ 181052-80-2 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

31
[ 7169-37-1 ]
[ 181052-65-3 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

32
[ 7169-37-1 ]
[ 181052-83-5 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

33
[ 7169-37-1 ]
[ 181052-82-4 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

34
[ 7169-37-1 ]
[ 181052-67-5 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

35
[ 7169-37-1 ]
[ 181052-61-9 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

36
[ 7169-37-1 ]
[ 181052-60-8 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

37
[ 7169-37-1 ]
[ 863911-51-7 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

38
[ 7169-37-1 ]
[ 863911-53-9 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

39
[ 7169-37-1 ]
[ 863911-54-0 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

40
[ 7169-37-1 ]
[ 863911-52-8 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

41
[ 7169-37-1 ]
[ 181051-76-3 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

42
[ 7169-37-1 ]
(3-((diphenylmethylthio)methyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

43
[ 7169-37-1 ]
(3-((2,2-diphenylethylthio)methyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

44
[ 7169-37-1 ]
[ 863911-55-1 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

45
[ 7169-37-1 ]
(3-(2-(diphenylmethylthio)ethyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

46
[ 7169-37-1 ]
[ 181051-80-9 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

47
[ 7169-37-1 ]
[ 863911-57-3 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

48
[ 7169-37-1 ]
[ 181051-79-6 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

49
[ 7169-37-1 ]
[ 863911-59-5 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

50
[ 7169-37-1 ]
{3-[2-(1,1-diphenyl-ethylsulfanyl)-ethyl]-benzofuran-7-yloxy}-acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

51
[ 7169-37-1 ]
[3-(3-benzhydrylsulfanyl-propyl)-benzofuran-7-yloxy]-acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

52
[ 7169-37-1 ]
(3-((3,3-diphenylpropylthio)methyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

53
[ 7169-37-1 ]
(3-(2-(2,2-diphenylethylthio)ethyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

54
[ 7169-37-1 ]
(3-(2-(3,3-diphenylpropylthio)ethyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

55
[ 7169-37-1 ]
[ 863911-60-8 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

56
[ 7169-37-1 ]
(3-(3-(2,2-diphenylethylthio)propyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

57
[ 7169-37-1 ]
[ 863911-58-4 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

58
[ 7169-37-1 ]
[ 863911-61-9 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

59
[ 7169-37-1 ]
(3-(3-(3,3-diphenylpropylthio)propyl)benzofuran-7-yloxy)acetic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

60
[ 7169-37-1 ]
[ 181052-79-9 ]

Reference： [1]Journal of Medicinal Chemistry,2005,vol. 48,p. 5279 - 5294

61
[ 7169-37-1 ]
7-methoxy-3-vinyl-benzofuran [ No CAS ]

Reference： [1]Synlett,2002,p. 501 - 503

62
[ 7169-37-1 ]
7-methoxy-benzofuran-3-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Synlett,2002,p. 501 - 503

63
[ 7169-37-1 ]
(E)-3-(7-Methoxy-benzofuran-3-yl)-acrylonitrile [ No CAS ]

Reference： [1]Synlett,2002,p. 501 - 503

64
[ 7169-37-1 ]
3-(7-methoxy-benzofuran-3-yl)-prop-2-yn-1-ol [ No CAS ]

Reference： [1]Synlett,2002,p. 501 - 503

65
[ 7169-37-1 ]
3-(4-chloro-phenyl)-7-methoxy-benzofuran [ No CAS ]

Reference： [1]Synlett,2002,p. 501 - 503

66
[ 7169-37-1 ]
(7-methoxy-benzofuran-3-yl)-piperidin-1-yl-methanone [ No CAS ]

Reference： [1]Synlett,2002,p. 501 - 503

67
[ 1521-38-6 ]
[ 7169-37-1 ]

Reference： [1]Synlett,2002,p. 501 - 503
[2]Journal of Organic Chemistry,1988,vol. 53,p. 423 - 425

68
[ 7169-06-4 ]
[ 7169-37-1 ]

Reference： [1]Synlett,2002,p. 501 - 503
[2]Journal of Organic Chemistry,1988,vol. 53,p. 423 - 425

69
[ 7169-37-1 ]
[ 111976-11-5 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 423 - 425

70
[ 7169-37-1 ]
[ 75611-13-1 ]

Reference： [1]Journal of Organic Chemistry,1988,vol. 53,p. 423 - 425

71
[ 7169-37-1 ]
[ 75611-12-0 ]

Reference： [1]Journal of the American Chemical Society,1981,vol. 103,p. 6261 - 6262
[2]Patent: WO2016/86158,2016,A1

72
[ 120-43-4 ]
[ 7169-37-1 ]
[ 676131-16-1 ]

Yield	Reaction Conditions	Operation in experiment
90%	titanium tetrachloride; In dichloromethane; at -10℃; for 24h;Heating / reflux;	To a stirred solution of TiCl4 (1 M solution in [CH2CI2,] 32 ml) and [7-METHOXY-BENZOFURAN-3-ONE] (5.0 g, 30.5 [MMOL)] in methylene chloride (200 ml) at - 10C, ethyl-1-piperazine carboxylate (18.96 g, 120 [MMOL)] was slowly added. After the addition, the reaction mixture was warmed to room temperature and slowly refluxed for 24 hrs. After cooling to room temperature, the reaction was quenched with 2 N aqueous HCI. The organic layer was separated and the aqueous layer was extracted with chloroform. The combined organic layers were washed well with water and dried over anhydrous [MGS04,] then filtered and concentrated. The brown residue was triturated with diethyl ether and the separated brown solid was filtered and air-dried. The product was pure enough and taken to next step without further purification. Yield : 8.3 g, (90%); Mp [121C] ; MS (ESI) [M/Z305 [M+H] +

Reference： [1]Patent: WO2004/24731,2004,A1 .Location in patent: Page 41

73
[ 7169-37-1 ]
[ 15677-02-8 ]
[ 84922-69-0 ]

Yield	Reaction Conditions	Operation in experiment
81%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-methoxy-benzofuran-3 (2H)-one (1.64 g, 10 mmol) and (carboxymethylene)triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, the reaction mixture was concentrated and loaded over silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, ethyl(7-methoxy-1-benzofuran-3-yl)acetate was obtained as a white oil. Yield: 1.9 g (81%); 235 (M+H).

Reference： [1]Patent: US2005/4162,2005,A1 .Location in patent: Page/Page column 16

74
[ 7169-37-1 ]
[ 21382-82-1 ]
[ 796852-05-6 ]

Yield	Reaction Conditions	Operation in experiment
76%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-methoxy-benzofuran-3(2H)-one (1.64 g, 10 mmol) and ethyl-2-(triphenylphosphoranylidene)propionate (5.436 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, the reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, ethyl(7-methoxy-1-benzofuran-3-yl)propanoate, was obtained as a white oil. Yield: 1.9 g (76%); (M+H): 249.
76%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-methoxy-benzofuran-3 (2H)-one (1.64 g, 10 mmol) and ethyl-2-(triphenylphosphoranylidene)propionate (5.436 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, the reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, ethyl(7-methoxy-1-benzofuran-3-yl)propanoate, was obtained as a white oil. Yield: 1.9 g (76%); 249 (M+H).

Reference： [1]Patent: US2009/54454,2009,A1 .Location in patent: Page/Page column 29
[2]Patent: US2005/4162,2005,A1 .Location in patent: Page/Page column 21

75
[ 7169-37-1 ]
[ 1439-36-7 ]
[ 796852-12-5 ]

Yield	Reaction Conditions	Operation in experiment
68%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-methoxy-benzofuran-3(2H)-one (1.64 g, 10 mmol) and 1-triphenylphosphoranylidene-2-propanone (4.77 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, 1-(7-methoxy-1-benzofuran-3-yl)acetone, was obtained as a red oil. Yield: 1.4 g (68%); (M+H): 205.
68%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-methoxy-benzofuran-3 (2H) -one (1.64 g, 10 mmol) and 1- triphenylphosphoranylidene-2-propanone (4.77 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, 1-(7-methoxy-1-benzofuran-3-yl) acetone, was obtained as a red oil. Yield: 1.4 g (68%); (M+H): 205.
68%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-methoxy-benzofuran-3 (2H)-one (1.64 g, 10 mmol) and 1-triphenylphosphoranylidene-2-propanone (4.77 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, the reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, 1-(7-methoxy-1-benzofuran-3-yl)acetone, was obtained as a red oil. Yield: 1.4 g (68%); 205 (M+H).

Reference： [1]Patent: US2009/54454,2009,A1 .Location in patent: Page/Page column 30
[2]Patent: WO2004/99191,2004,A2 .Location in patent: Page 70
[3]Patent: US2005/4162,2005,A1 .Location in patent: Page/Page column 21

76
[ 7169-37-1 ]
[ 21204-67-1 ]
[ 84922-69-0 ]

Yield	Reaction Conditions	Operation in experiment
81%	In toluene; for 48h;Heating / reflux;	A mixture of 7-methoxy-benzofuran-3 (2H) -one (1.64 g, 10 mmol) and (carboxymethylene) triphenylphosphorane (5.22 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and then with 25% ethyl acetate. The product, ethyl (7-METHOXY-1-BENZOFURAN-3-YL) acetate, was obtained as a white oil. Yield: 1.9 g (81%); (M+H): 235.

Reference： [1]Patent: WO2004/99191,2004,A2 .Location in patent: Page 60

77
[ 7169-37-1 ]
[ 21382-82-1 ]
ethyl (7-methoxy-1-benzofuran-3-yl)propanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	In toluene; for 48h;Heating / reflux;	Step 1: A mixture of 7-METHOXY-BENZOFURAN-3 (2H) -one (1.64 g, 10 mmol) and ethyl-2- (triphenylphosphoranylidene) propionate (5.436 g, 15 mmol) was refluxed in toluene (100 ml) for 48 hrs. At the end, the reaction mixture was concentrated and loaded over a silica-gel column. The column was eluted with hexane (500 ml) and later with 25% ethyl acetate. The product, ethyl (7-METHOXY-1-BENZOFURAN-3-YL) propanoate, was obtained as a white oil. Yield: 1.9 g (76%); (M+H) : 249.

Reference： [1]Patent: WO2004/99191,2004,A2 .Location in patent: Page 68

78
[ 7169-37-1 ]
[ 5381-18-0 ]

Yield	Reaction Conditions	Operation in experiment
		Example 72; 5-(7-Methoxy-2,3-dihydrobenzofuran-3-yoloxy)-quinazoline-2.4- diamine; [00231] Step 1; To a cold (ice water) solution of 7-methoxy-3-(2H)-benzofuranone (846 mg; 5.0 mmol) in methanol (5 mL) is added sodium borohydride (179 mg; 5.0 mmol) is stirred for 15 minutes. Water (5 mL) is added to the solution and stirred 15 minutes. Saturated ammonium chloride (20 mL) is added and the solution is extracted with ethyl acetate. The organics are separated and dried over magnesium sulfate. The solvent is removed to give 831 milligrams of 7-methoxy-2,3-dihydrobenzofuran-3-ol.

Reference： [1]Patent: WO2005/123724,2005,A1 .Location in patent: Page/Page column 55

79
[ 7169-37-1 ]
[ 372-09-8 ]
[ 39581-47-0 ]

Yield	Reaction Conditions	Operation in experiment
30%	With ammonium acetate; In xylene;Reflux;	Example 19; N-(3,5-dichloropyridin-4-yl)-2-(ethoxycarbonyl)-8-methoxy-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridine-5-carboxamide; Step 1: (7-methoxy-1-benzofuran-3-yl)acetonitrile; The solution of 7-methoxy-1-benzofuran-3(2H)-one (reference) (7.5 g, 0.046 mol), cyanoacetic acid (19.55 g, 0.23 mol) and ammonium acetate (7.08 g, 0.092 mol) in xylene was refluxed for 16-18 h. using dean stark apparatus. Xylene was removed under diminished pressure. Brown black residue was taken in ethyl acetate, washed with water and concentrated. On purification on silica gel it yielded (7-methoxy-1-benzofuran-3-yl)acetonitrile (30%).1H-nmr (CDCl3): delta 3.72 (s, 2H), 4.023 (s, 3H), 6.887 (d, 1H), 7.271-7.152 (m, 3H), 7.679 (s, 1H).
30%	With ammonium acetate; In xylene; for 16 - 18h;Heating / reflux;	The solution of 7-methoxy-l^- benzofuran-3(2H)-one (reference) (7.5 g, 0.046 mol), cyanoacetic acid (19.55 g, 0.23 EPO <DP n="83"/>mol) and ammonium acetate (7.08 g, 0.092 mol) in xylene was refluxed for 16-18 h. using dean stark apparatus. Xylene was removed under diminished pressure. Brown black residue was taken in ethyl acetate, washed with water and concentrated. On purification on silica gel it yielded (7-methoxy-l-benzofuran-3-yl) acetonitrile (30%).Eta-nmr (CDCl3): delta 3.72 (s, 2H), 4.023 (s, 3H), 6.887 (d, IH), 7.271-7.152 (m, 3H),7.679 (s, IH).

Reference： [1]Patent: US2009/306082,2009,A1 .Location in patent: Page/Page column 38
[2]Patent: WO2006/64355,2006,A2 .Location in patent: Page/Page column 81-82

80
[ 7169-37-1 ]
N'-[4-[2-(3,4-dimethoxyphenyl)ethyl]phenyl-N,N-diphenyl urea [ No CAS ]
[ 50342-50-2 ]

Yield	Reaction Conditions	Operation in experiment
61%	In N,N-dimethyl-formamide;	EXAMPLE 100 2-Benzofurancarboxamide, N-[4-[2-(3,4-Dimethoxyphenyl)ethyl]phenyl]-2,3-dihydro-7-methoxy-3-oxo-(See Scheme VI, Formula I wherein y is one, Q is I3, Wherein R1 is 7-methoxy, b is one, R5 is hydrogen, and R6 is 4-[2-(3,4-dimethoxyphenyl)ethyl] A mixture of 1.8 g (0.038 mole) of 50% sodium hydride mineral oil suspension in 100 ml of N,N-dimethylformamide under a nitrogen atmosphere was stirred and cooled in ice. To the mixture was added over 30 minutes, 5.5 g (0.034 mole) of 7-methoxy-3-[2H]-benzofuranone. After stirring for an additional one hour, 15.8 g (0.037 mole) of N'-[4-[2-(3,4-dimethoxyphenyl)ethyl]phenyl-N,N-diphenyl urea as prepared in Example 91 above was added, and the ice bath was removed. The mixture was stirred for 48 hours, added to 700 g ice/water, and acidified with acetic acid. The precipitated solid was filtered, washed with water, and recrystallized from 2-methoxyethanol/water to yield 9.1 g (61% yield) of the amide product, mp 173-175 C. In a manner analogous to the above Example 100 using appropriate starting materials the following compounds are prepared.

Reference： [1]Patent: US4761424,1988,A

81
[ 7169-37-1 ]
[4-[2-(3,4-Dimethoxyphenyl)ethyl]phenylamino]-oxoacetic acid ethyl ester [ No CAS ]
[ 81882-22-6 ]

Yield	Reaction Conditions	Operation in experiment
41%	With urea; In N,N-dimethyl-formamide;	EXAMPLE 111 2-Benzofuranacetamide, N-[4-[2-(3,4-Dimethoxyphenyl)ethyl]phenyl]-2,3-dihydro-7-methoxy-alpha,3-dioxo-(See Scheme VI, Formula I Wherein y is 2, Q is I3; Wherein b is one, R1 is 7-methoxy, R5 is hydrogen, and R6 is 4-[2-(3,4-dimethoxyphenyl]ethyl]) Prepared by the procedure described in Example 109 from 6.3 g (0.038 mole) of <strong>[7169-37-1]7-methoxy-3[2H]-benzofuranone</strong>, except that [4-[2-(3,4-dimethoxyphenyl)ethyl]phenylamino]-oxo-acetic acid ethyl ester (15.1 g, 0.042 mole) was employed as the acylating agent rather than the mixed urea used in Example 109. Recrystallization of the final product from N,N-dimethylformamide/water yielded 7.5 g (41% yield) of the amide product, mp 242-245 C.

Reference： [1]Patent: US4761424,1988,A

82
[ 7169-37-1 ]
[ 85012-73-3 ]
[ 960064-29-3 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6354 - 6363

83
[ 7169-37-1 ]
[ 4750-57-6 ]
[ 960064-13-5 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2007,vol. 17,p. 6354 - 6363

84
[ 7169-37-1 ]
[ 1211548-69-4 ]

Reference： [1]Heterocycles,2010,vol. 80,p. 141 - 147

85
5-bromo-2-(tert-butyldimethylsilyloxy)benzaldehyde [ No CAS ]
[ 7169-37-1 ]
C₂₂H₂₇BrO₄Si [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 3494 - 3499

86
[ 7169-37-1 ]
[ 1325229-03-5 ]
C₂₅H₃₂O₆Si [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 3494 - 3499

87
[ 7169-37-1 ]
[ 1357090-03-9 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 3494 - 3499

88
[ 7169-37-1 ]
[ 1357090-06-2 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 3494 - 3499

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P378
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Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
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H221	Flammable gas
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H223	Flammable aerosol
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H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
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H280	Contains gas under pressure; may explode if heated
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H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 7169-37-1 ] {[proInfo.proName]}

Quality Control of [ 7169-37-1 ]

Related Doc. of [ 7169-37-1 ]

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Calculated chemistry of [ 7169-37-1 ]

Physicochemical Properties

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Lipophilicity

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Water Solubility

Medicinal Chemistry

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Application In Synthesis of [ 7169-37-1 ]

[ 7169-37-1 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 7169-37-1 ]

Ethers

Ketones

Related Parent Nucleus of [ 7169-37-1 ]

Benzofurans

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 7169-37-1 ]

Related Parent Nucleus of
[ 7169-37-1 ]