[ CAS No. 4521-30-6 ] {[proInfo.proName]}

Name: 4521-30-6|Benzo[b]thiophen-2-amine|95%
Brand: Ambeed
SKU: A143797
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2D 3D

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Quality Control of [ 4521-30-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 4521-30-6 ]

Product Details of [ 4521-30-6 ]

CAS No. :	4521-30-6	MDL No. :	MFCD18072620
Formula :	C₈H₇NS	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VJYJBBMMLIDJEF-UHFFFAOYSA-N
M.W :	149.21	Pubchem ID :	12526004
Synonyms :

Calculated chemistry of [ 4521-30-6 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	0.0
Num. H-bond donors :	1.0
Molar Refractivity :	46.23
TPSA :	54.26 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) :	-5.37 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.7
Log Po/w (XLOGP3) :	2.59
Log Po/w (WLOGP) :	2.49
Log Po/w (MLOGP) :	1.84
Log Po/w (SILICOS-IT) :	2.97
Consensus Log Po/w :	2.32

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.06
Solubility :	0.129 mg/ml ; 0.000865 mol/l
Class :	Soluble
Log S (Ali) :	-3.38
Solubility :	0.0624 mg/ml ; 0.000419 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.96
Solubility :	0.162 mg/ml ; 0.00109 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.61

Safety of [ 4521-30-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 4521-30-6 ]

* 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.

Upstream synthesis route of [ 4521-30-6 ]
Downstream synthetic route of [ 4521-30-6 ]

[ 4521-30-6 ] Synthesis Path-Upstream 1~11

1
[ 89673-36-9 ]
[ 4521-30-6 ]

Yield	Reaction Conditions	Operation in experiment
91%	Stage #1: With trifluoroacetic acid In dichloromethane for 12 h; Stage #2: With sodium hydroxide In dichloromethane	b; 1-Benzothiophen-2-amine[00118] To a solution of 1 ,1-Dimethylethyl 1-benzothien-2-ylcarbamate (1.0 g, 4.01 mmoles) in DCM (10 ml_) was added TFA (2.0 mL) and stirred for 12 h. The reaction mixture was concentrated, and the resulted residue was redissolved in DCM and washed with 1 N NaOH (2x50 mL), brine and dried over Na₂SO₄. The mixture was filtered and concentrated to afford pure product (0.54 g) in 91 percent yield. LCMS (m/z): 150.0 (M+H).
91%	With hydrogenchloride In 1,4-dioxane at 20℃; for 2 h;	A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91percent). HPLC-MS t_R=1.5 Min(UV_{254 nm}). Mass calculated for formula C₈H₇NS, M+149.21, observed LC/MS m/z 150.40 (M+H).
91%	With hydrogenchloride In 1,4-dioxane at 20℃; for 2 h;	Example 236; A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91percent). HPLC-MS t_R=1.5 Min (UV_254nm). Mass calculated for formula C₈H₇NS, M+ 149.21, observed LC/MS m/z 150.40 (M+H).

Reference： [1] Patent: WO2006/41968, 2006, A1, . Location in patent: Page/Page column 38
[2] Patent: US2007/105864, 2007, A1, . Location in patent: Page/Page column 193
[3] Patent: US2007/117804, 2007, A1, . Location in patent: Page/Page column 125

2
[ 19472-74-3 ]
[ 4521-30-6 ]

Reference： [1] Organic Letters, 2014, vol. 16, # 19, p. 5040 - 5043

3
[ 40400-15-5 ]
[ 4521-30-6 ]

Reference： [1] Organic Letters, 2014, vol. 16, # 19, p. 5040 - 5043

4
[ 103317-32-4 ]
[ 4521-30-6 ]

Reference： [1] Organic Letters, 2014, vol. 16, # 19, p. 5040 - 5043

5
[ 2856-63-5 ]
[ 4521-30-6 ]

Reference： [1] Organic Letters, 2014, vol. 16, # 19, p. 5040 - 5043

6
[ 95-15-8 ]
[ 4521-30-6 ]

Reference： [1] Journal of Organic Chemistry, 1993, vol. 58, # 21, p. 5620 - 5623
[2] Angewandte Chemie - International Edition, 2006, vol. 45, # 46, p. 7838 - 7842

7
[ 66768-64-7 ]
[ 4521-30-6 ]

Reference： [1] Journal of Organic Chemistry, 1995, vol. 60, # 7, p. 2254 - 2256

8
[ 4521-44-2 ]
[ 4521-30-6 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1993, vol. 30, # 4, p. 1085 - 1088

9
[ 4521-46-4 ]
[ 4521-30-6 ]

Reference： [1] Journal of Heterocyclic Chemistry, 1993, vol. 30, # 4, p. 1085 - 1088

10
[ 66768-64-7 ]
[ 124-40-3 ]
[ 4521-30-6 ]

Reference： [1] Gazzetta Chimica Italiana, 1989, vol. 119, # 7, p. 411 - 414

11
[ 66768-64-7 ]
[ 109-89-7 ]
[ 4521-30-6 ]

Reference： [1] Gazzetta Chimica Italiana, 1989, vol. 119, # 7, p. 411 - 414

[ 4521-30-6 ] Synthesis Path-Downstream 1~43

1
[ 4521-30-6 ]
[ 123-54-6 ]
[ 18774-56-6 ]

Reference： [1]Chemische Berichte,1968,vol. 101,p. 1933 - 1939

2
[ 4521-30-6 ]
[ 129196-38-9 ]
[ 232279-75-3 ]

Reference： [1]Zeitschrift fur Chemie,1990,vol. 30,p. 90 - 91

3
[ 4521-30-6 ]
[ 105161-33-9 ]
[ 116538-97-7 ]

Reference： [1]Tetrahedron,1992,vol. 48,p. 831

4
[ 4521-30-6 ]
[ 1846-76-0 ]
3-(2-benzothiazolyl)carboxamide-2-oxo-2H-1-benzopyran [ No CAS ]

Reference： [1]Journal fur praktische Chemie (Leipzig 1954),1987,vol. 329,p. 359 - 364

5
[ 4521-44-2 ]
[ 4521-30-6 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1085 - 1088

6
[ 66768-64-7 ]
[ 124-40-3 ]
[ 4521-30-6 ]
3-(dimethylamino)-2-aminobenzothiophene [ No CAS ]

Reference： [1]Gazzetta Chimica Italiana,1989,vol. 119,p. 411 - 414

7
[ 66768-64-7 ]
[ 109-89-7 ]
[ 4521-30-6 ]
3-(diethylamino)-2-aminobenzothiophene [ No CAS ]

Reference： [1]Gazzetta Chimica Italiana,1989,vol. 119,p. 411 - 414

8
[ 95-15-8 ]
[ 4521-30-6 ]

Reference： [1]Journal of Organic Chemistry,1993,vol. 58,p. 5620 - 5623
[2]Angewandte Chemie - International Edition,2006,vol. 45,p. 7838 - 7842

9
[ 4521-30-6 ]
[ 87-13-8 ]
[ 153687-40-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1085 - 1088

10
[ 66768-64-7 ]
[ 4521-30-6 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 2254 - 2256

11
[ 4521-30-6 ]
[ 124-63-0 ]
N-Benzo[b]thiophen-2-yl-methanesulfonamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,1997,vol. 5,p. 779 - 786

13
2-benzo[b]thiophen-2-yl-1,1,1,3,3,3-hexamethyl-disilazane [ No CAS ]
[ 4521-30-6 ]

Reference： [1]Angewandte Chemie - International Edition,2006,vol. 45,p. 7838 - 7842

14
[ 4521-30-6 ]
[ 153687-41-3 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1085 - 1088

15
[ 4521-30-6 ]
1-ethyl-1,4-dihydro-4-oxobenzothieno<2,3-b>pyridine-3-catboxylic acid [ No CAS ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1085 - 1088

16
[ 4521-30-6 ]
[ 153687-42-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1085 - 1088

17
[ 4521-46-4 ]
[ 4521-30-6 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1085 - 1088

18
[ 4521-30-6 ]
[ 13528-93-3 ]
[ 73918-56-6 ]
2-[4-(2-Aminoethyl)phenyl]-6-benzyloxybenzo[b]thiophen-3-yl 3-Methoxy-4-[(1-pyrrolidinyl)methyl]phenyl Ketone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With magnesium; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;	Part B. 2-[4-(2-Aminoethyl)phenyl]-6-benzyloxybenzo[b]thiophen-3-yl 3-Methoxy-4-[(1-pyrrolidinyl)methyl]phenyl Ketone. 4-(2-Aminoethyl)bromobenzene (1.7 g; 8.4 mmol) and 2.3 mL (2 eq) of Et3N were combined with 3 mL of anhydrous DMF in a flame-dried, argon-filled flask. 1,2-Bis(chlorodimethylsilyl)ethane was added in 3.0 mL of DMF. The mixture was stirred at room temperature for 2 h. The mixture was filtered through a sintered glass funnel, and concentrated under reduced pressure. The colorless oil subsequently crystallized. The protected bromobenzene derivative was converted to the corresponding Grignard reagent. Magnesium (33 mg; 1.35 mmol) was placed in a flask which was subsequently flame-dried and filled with argon. Anhydrous THF (3 mL) and the protected aminoarylbromide were added with a small crystal of I2. The mixture was heated under reflux for 3 h. The resulting reagent was used without purification. The above aminobenzothiophene (Part A) (4.10 g; 8.2 mmol) was dissolved in anhydrous THF in a flame-dried, argon-filled flask, and cooled in an ice-water bath. The Grignard reagent prepared above (1.5 eq) was added dropwise.
	With magnesium; In tetrahydrofuran; N,N-dimethyl-formamide;	Part B. 2-[4-(2-Aminoethyl)phenyl]-6-benzyloxybenzo[b]thiophen-3-yl 3-Methoxy-4-[(1-pyrrolidinyl)methyl]phenyl Ketone. STR649 4-(2-Aminoethyl)bromobenzene (1.7 g; 8.4 mmol) and 2.3 mL (2 eq) of ET3 N were combined with 3 mL of anhydrous DMF in a flame-dried, argon-filled flask. 1,2-Bis(chlorodimethyl-silyl)ethane was added in 3.0 mL of DMF. The mixture was stirred at room temperature for 2 h. The mixture was filtered through a sintered glass funnel, and concentrated under reduced pressure. The colorless oil subsequently crystallized. The protected bromobenzene derivative was converted to the corresponding Grignard reagent. Magnesium (33 mg; 1.35 mmol) was placed in a flask which was subsequently flame-dried and filled with argon. Anhydrous THF (3 mL) and the protected aminoarylbromide were added with a small crystal of I2. The mixture was heated under reflux for 3 h. The resulting reagent was used without purification. The above aminobenzothiophene (Part A) (4.10 g; 8.2 mmol) was dissolved in anhydrous THF in a flame-dried, argon-filled flask, and cooled in an ice-water bath. The Grignard reagent prepared above (1.5 eq) was added dropwise.

Reference： [1]Patent: US6391901,2002,B1
[2]Patent: US6025382,2000,A

19
[ 4521-30-6 ]
[ 7379-35-3 ]
[ 165106-66-1 ]

Yield	Reaction Conditions	Operation in experiment
	In 1-methyl-pyrrolidin-2-one; water; acetonitrile;	EXAMPLE 16 2-(4-Pyridinylamino)benzo[b]thiophene A solution of <strong>[4521-30-6]2-aminobenzo[b]thiophene</strong>1 (10 g) and 4-chloropyridine hydrochloride (12 g) in 100 mL of 1-methyl-2-pyrrolidinone was stirred at 75-80 C. for 1.5 hours. After cooling, the reaction mixture was stirred with water and washed with ether, and the layers were separated from each other. The aqueous layer was basified with 30% aqueous ammonium hydroxide. The precipitate was collected, washed with water and collected again. Trituration with acetonitrile afforded 6 g of a light tan solid, mp 254-258 C. (dec.). Recrystallization of 3 g from acetonitrile afforded 1.1 g of flocculent tan crystals, mp 258-260 C. (dec.). 1 G. W. Stacy, et al., J. Org. Chem., 30, 4074 (1965). ANALYSIS; Calculated for C13 H10 N2 S: 69.00% C; 4.45% H; 12.38% N; Found: 68.72% C; 4.27% H; 12.42% N.

Reference： [1]Patent: US5328920,1994,A

20
[ 89673-36-9 ]
[ 4521-30-6 ]

Yield	Reaction Conditions	Operation in experiment
91%		b; 1-Benzothiophen-2-amine[00118] To a solution of 1 ,1-Dimethylethyl 1-benzothien-2-ylcarbamate (1.0 g, 4.01 mmoles) in DCM (10 ml_) was added TFA (2.0 mL) and stirred for 12 h. The reaction mixture was concentrated, and the resulted residue was redissolved in DCM and washed with 1 N NaOH (2x50 mL), brine and dried over Na2SO4. The mixture was filtered and concentrated to afford pure product (0.54 g) in 91 % yield. LCMS (m/z): 150.0 (M+H).
91%	With hydrogenchloride; In 1,4-dioxane; at 20℃; for 2h;	A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91%). HPLC-MS tR=1.5 Min(UV254 nm). Mass calculated for formula C8H7NS, M+149.21, observed LC/MS m/z 150.40 (M+H).
91%	With hydrogenchloride; In 1,4-dioxane; at 20℃; for 2h;	Example 236; A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91%). HPLC-MS tR=1.5 Min (UV254nm). Mass calculated for formula C8H7NS, M+ 149.21, observed LC/MS m/z 150.40 (M+H).

Reference： [1]Patent: WO2006/41968,2006,A1 .Location in patent: Page/Page column 38
[2]Patent: US2007/105864,2007,A1 .Location in patent: Page/Page column 193
[3]Patent: US2007/117804,2007,A1 .Location in patent: Page/Page column 125

21
[ 4521-30-6 ]
[ 541-41-3 ]
[ 112855-48-8 ]

Yield	Reaction Conditions	Operation in experiment
	With carbon disulfide; triethylamine; In chloroform; toluene;	Preparation 1 To a stirred solution of <strong>[4521-30-6]2-aminobenzo[b]thiophene</strong> (1.11 g) in anhydrous toluene (4.5 ml) was added carbon disulfide (0.62 g) and triethylamine (0.755 g) successively. The solution was then stirred at 0-5 C. for 3 days under nitrogen gas atmosphere. The precipitate was collected by filtration and was washed with anhydrous toluene (10 ml). The obtained white powder was dissolved in chloroform (4.5 ml), treated with triethylamine (0.76 g), and cooled to 0 C. To this solution was added dropwise ethyl chloroformate (0.84 g) over a period of 20 minutes. After being stirred at ambient temperature for one hour, the solution was washed twice with 1N hydrochloric acid (5 ml), and brine, and dried. The solvent was evaporated under reduced pressure and the residue was subjected to column chromatography on silica gel, eluted with n-hexane to give benzo[b]thiophene-2-isothiocyanate (118 mg) as an oil. IR (Neat): 2080 cm-1 NMR (CDCl3, delta): 7.06 (1H, s), 7.32-7.41 (2H, m), 7.63-7.73 (2H, m)
	With carbon disulfide; triethylamine; In chloroform; toluene;	Preparation l To a stirred solution of <strong>[4521-30-6]2-aminobenzo[b]thiophene</strong> (l.ll g) in anhydrous toluene (4.5 ml) was added carbon disulfide (0.62 g) and triethylamine (0.755 g) successively. The solution was then stirred at 0-5C for 3 days under nitrogen gas atmosphere. The precipitate was collected by filtration and was washed with anhydrous toluene (l0 ml). The obtained white powder was dissolved in chloroform (4.5 ml), treated with triethylamine (0.76 g), and cooled to 0C. To this solution was added dropwise ethyl chloroformate (0.84 g) over a period of 20 minutes. After being stirred at ambient temperature for one hour, the solution was washed twice with lN hydrochloric acid (5 ml), and brine, and dried. The solvent was evaporated under reduced pressure and the residue was subjected to column chromatography on silica gel, eluted with n-hexane to give benzo[b]thiophene-2-isothiocyanate (ll8 mg) as an oil. IR (Neat): 2080 cmmin1 NMR (CDCl3, delta): 7.06 (lH, s), 7.32-7.4l (2H, m), 7.63-7.73 (2H, m)

Reference： [1]Patent: US4857513,1989,A
[2]Patent: EP243173,1991,B1

22
[ 4521-30-6 ]
3-(2-chlorophenyl)-5-methoxycarbonyl-1-phenyl-1,2-dihydropyridin-2-one [ No CAS ]
[ 79-37-8 ]
[ 381248-00-6 ]
[ 3900-89-8 ]
3-(2-Chlorophenyl)-5-(2-benzothiazolyl)-1-phenyl-1,2-dihydropyridin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; PPA; sodium bicarbonate;N-methyl-acetamide; In dichloromethane;	Example 183. 3-(2-Chlorophenyl)-5-(2-benzothiazolyl)-1-phenyl-1,2-dihydropyridin-2-one 19mg of carboxylate obtained by hydrolyzing the ester group of 3-(2-chlorophenyl)-5-(methoxycarbonyl)-1-phenyl-1,2-dihydropyridin-2-one (synthesised from 3-bromo-5-(methoxycarbonyl)-1-phenyl-1,2-dihydropyridin-2-one and 2-chlorophenylboronic acid in accordance with the method for Referential Example 3) was dissolved in 20ml of dichloromethane. Under ice-cooling, a solution of 11mg of oxalyl chloride in dichloromethane was added dropwise thereinto and a catalytic amount of dimethylformamide was added thereto, followed by stirring at room temperature in nitrogen atmosphere for 1 hour. The reaction solution was evaporated, and the residue was dissolved in dichloromethane. The solution was added dropwise into a solution of 22mg of <strong>[4521-30-6]2-aminobenzothiol</strong> in dichloromethane under ice-cooling. After heating to room temperature, dichlotomethane was evaporated. To the residue was added 1ml of polyphosphoric acid, followed by stirring at 180C overnight. After cooling to room temperature, the reaction mixture wasneutralized with 1N aqueous solution of sodium hydroxide and saturated aqueous solution of sodium hydrogen carbonate under ice-cooling and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 4mg of the title compound as white crystals.1H-NMR (400MHz, CDCl3); delta(ppm) 7.32-7.35(m,2H), 7.37-7.41(m,1H), 7.46-7.51(m,4H), 7.51-7.55(m,4H), 7.87-7.89(m,1H), 8.00(d,1H), 8.14(d,1H), 8.42(d,1H). ESI-Mass; 415 [M++H]

Reference： [1]Patent: EP1300396,2003,A1

23
[ 4521-30-6 ]
[ 1104633-15-9 ]

Yield	Reaction Conditions	Operation in experiment
		STEP A: Ethanesulfonic acid benzo[b]thiophen-2-ylamide Ethanesulfonic acid benzo[b]thiophen-2-ylamide was prepared by reacting benzo[b]thiophen-2-ylamine and 4-ethanesulfonyl chloride, according to the procedure as described in Example 1, STEP C above.

Reference： [1]Patent: US2010/15053,2010,A1

24
[ 4521-30-6 ]
[ 17422-74-1 ]
[ 1253038-60-6 ]

Reference： [1]Synthesis,2010,p. 2749 - 2758

25
[ 4521-30-6 ]
[ 20577-61-1 ]
methyl 2-methylbenzo[b]thieno[2,3-b]pyridine-4-carboxylate [ No CAS ]

Reference： [1]Synthesis,2010,p. 2749 - 2758

26
[ 19472-74-3 ]
[ 4521-30-6 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5040 - 5043

27
[ 2856-63-5 ]
[ 4521-30-6 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5040 - 5043

28
[ 40400-15-5 ]
[ 4521-30-6 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5040 - 5043

29
[ 103317-32-4 ]
[ 4521-30-6 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5040 - 5043

30
[ 4521-30-6 ]
C₁₇H₁₄N₂O₂S [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 3033 - 3036

31
[ 5781-53-3 ]
[ 4521-30-6 ]
C₁₁H₉NO₃S [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 3033 - 3036

32
[ 4521-30-6 ]
[ 57083-16-6 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 463 - 471

33
[ 4521-30-6 ]
[ 108-18-9 ]
C₁₄H₁₉N₃S [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 463 - 471

34
[ 4521-30-6 ]
[ 91965-21-8 ]
N-(1-benzothiophen-2-yl)-5-methylbicyclo[3.3.1]nonane-1-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Carboxylic acid (2 mmol, 1 equiv.) and HATU (76 mg, 0.2 mmol, 1 equiv.) were dissolved in 1 mL DCE in a one dram vial charged with a stir bar. DIPEA (0.1 mL, 0.6 mmol, 3 equiv.) was added and the resulting solution was stirred at RT for 10 minutes. Amine (0.2 mmol, 1 equiv.) was added to the mixture. The reaction solution was heated to 45 C and stirred overnight. Upon completion the reaction mixture was condensed and loaded onto a 60g C-18 cartridge and purified over a gradient of 5-95% ACN:H20. The fractions containing product were identified by LC-MS and condensed in vauco to give the final product.

Reference： [1]Patent: WO2019/169158,2019,A1 .Location in patent: Paragraph 0071-0073

35
[ 4521-30-6 ]
[ 1394242-89-7 ]
C₂₂H₂₂ClN₃O₄S [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2020,vol. 30

36
[ 4521-30-6 ]
[ 19654-19-4 ]