[ CAS No. 36157-41-2 ]

Name: 36157-41-2|2,5-Dichlorothiophene-3-carboxylic acid|97%
Brand: Ambeed
SKU: A123392
Price: 5.0 USD
Availability: InStock
Rating: 91 (26 reviews)

{[proInfo.proName]} ,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 36157-41-2

Structure of 36157-41-2 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 100K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 36157-41-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 36157-41-2 ]

SDS Specification

Alternatived Products of [ 36157-41-2 ]

Product Details of [ 36157-41-2 ]

CAS No. :	36157-41-2	MDL No. :	MFCD00082908
Formula :	C₅H₂Cl₂O₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FBUUZRITKBLZJX-UHFFFAOYSA-N
M.W :	197.04	Pubchem ID :	225438
Synonyms :

Calculated chemistry of [ 36157-41-2 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	5
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	41.3
TPSA :	65.54 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.34 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.54
Log Po/w (XLOGP3) :	3.05
Log Po/w (WLOGP) :	2.75
Log Po/w (MLOGP) :	1.79
Log Po/w (SILICOS-IT) :	3.25
Consensus Log Po/w :	2.48

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-3.29
Solubility :	0.102 mg/ml ; 0.000516 mol/l
Class :	Soluble
Log S (Ali) :	-4.09
Solubility :	0.0159 mg/ml ; 0.0000808 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-2.28
Solubility :	1.04 mg/ml ; 0.00528 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.38

Safety of [ 36157-41-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P301+P312-P302+P352-P304+P340-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 36157-41-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 36157-41-2 ]
Downstream synthetic route of [ 36157-41-2 ]

[ 36157-41-2 ] Synthesis Path-Upstream 1~9

1
[ 36157-41-2 ]
[ 71637-34-8 ]

Reference： [1] Journal of the American Chemical Society, 1954, vol. 76, p. 2445

2
[ 36157-41-2 ]
[ 3172-52-9 ]
[ 57308-99-3 ]

Reference： [1] Chemical Communications, 2010, vol. 46, # 43, p. 8276 - 8278

3
[ 5751-80-4 ]
[ 130562-95-7 ]
[ 36157-41-2 ]

Reference： [1] Patent: US5840917, 1998, A,

4
[ 36157-40-1 ]
[ 36157-41-2 ]

Reference： [1] Journal of the American Chemical Society, 1947, vol. 69, p. 3096
[2] Monatshefte fur Chemie, 2008, vol. 139, # 10, p. 1251 - 1255

5
[ 3172-52-9 ]
[ 36157-41-2 ]

Reference： [1] Chemistry Letters, 1983, p. 127 - 128

6
[ 88-13-1 ]
[ 36157-41-2 ]

Reference： [1] Journal of the American Chemical Society, 1954, vol. 76, p. 2445
[2] Journal of the American Chemical Society, 1954, vol. 76, p. 2445

7
[ 61200-60-0 ]
[ 36157-41-2 ]

Reference： [1] Journal of the American Chemical Society, 1949, vol. 71, p. 333

8
[ 36157-42-3 ]
[ 36157-41-2 ]

Reference： [1] Journal of the American Chemical Society, 1954, vol. 76, p. 2445

9
[ 53935-71-0 ]
[ 36157-41-2 ]

Reference： [1] Journal of the American Chemical Society, 1954, vol. 76, p. 2445

[ 36157-41-2 ] Synthesis Path-Downstream 1~63

1
[ 61200-60-0 ]
[ 36157-41-2 ]

Reference： [1]Journal of the American Chemical Society,1949,vol. 71,p. 333

2
[ 36157-42-3 ]
[ 36157-41-2 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 2445

3
[ 53935-71-0 ]
[ 36157-41-2 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 2445

4
[ 36157-40-1 ]
[ 36157-41-2 ]

Reference： [1]Journal of the American Chemical Society,1947,vol. 69,p. 3096
[2]Monatshefte fur Chemie,2008,vol. 139,p. 1251 - 1255

5
[ 36157-41-2 ]
[ 71637-34-8 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 2445

7
[ 36157-41-2 ]
[ 88-13-1 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 2779
Journal of the American Chemical Society,1952,vol. 74,p. 1066

8
[ 88-13-1 ]
[ 36157-41-2 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 2445
[2]Journal of the American Chemical Society,1954,vol. 76,p. 2445

9
[ 3172-52-9 ]
[ 36157-41-2 ]

Reference： [1]Chemistry Letters,1983,p. 127 - 128

10
[ 36157-41-2 ]
[ 147776-47-4 ]
4'-[3-Butyl-5-oxo-1-(2-trifluoromethyl-phenyl)-1,5-dihydro-[1,2,4]triazol-4-ylmethyl]-biphenyl-2-sulfonic acid (2,5-dichloro-thiophene-3-carbonyl)-amide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 2808 - 2826

11
[ 36157-41-2 ]
[ 60-29-7 ]
lithium alanate [ No CAS ]
[ 71637-34-8 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 2445

13
[ 36157-41-2 ]
[ 57248-14-3 ]

Yield	Reaction Conditions	Operation in experiment
100%	With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 2.5h;	To a suspension of <strong>[36157-41-2]2,5-dichloro-thiophene-3-carboxylic acid</strong> (49.7 g; 252.23 mmoles; 1.00 equiv) in dichloromethane (500 mL), add dimethylformamide (0.5 mL; 6.47 mmoles) followed by a solution of 2 M oxalyl chloride in dichloromethane (138.73 mL; 277.45 mmoles; 1.1 equiv) over 1.5 hr. (vent the evolved gas through a caustic solution). Stir the resulting clear solution at room temperature for 1 hr. until gas evolution has ceased and the reaction is complete by LCMS (quench a sample into 7 M NH3/MeOH for reaction monitoring) MS (m/z): = 195.9, 197.9 (M+H)+ forcorresponding primary amide. Evaporate to dryness to give the title intermediate as a brown oil (55 g, 252 mmol, quantitative).
100%	With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20℃; for 2.5h;	To a suspension of<strong>[36157-41-2]2,5-dichloro-thiophene-3-carboxylic acid</strong> (49.7 g; 252.23mmoles; 1.00 equiv) in dichloromethane (500 mL), add dimethylformamide (0.5 mL;15 6.47 mmoles) followed by a solution of 2M oxalyl chloride in dichloromethane (138.73mL; 277.45 mmoles; 1.1 equiv) over 1.5 hr. (vent the evolved gas through a causticsolution). Stir the resulting clear solution at room temperature for 1 hr. until gasevolution has ceased and the reaction is complete by LCMS (quench a sample into 7 MNH3/MeOH for reaction monitoring) MS (m/z): = 195.9, 197.9 (M+Ht for20 corresponding primary amide. Evaporate to dryness to give the title intermediate as abrown oil (55 g, 252 mmol, quantitative).

Reference： [1]Patent: WO2013/9517,2013,A1 .Location in patent: Page/Page column 5; 6
[2]Patent: WO2014/110065,2014,A1 .Location in patent: Page/Page column 5
[3]Journal of Medicinal Chemistry,2001,vol. 44,p. 863 - 872
[4]Monatshefte fur Chemie,2008,vol. 139,p. 1251 - 1255

14
[ 36157-41-2 ]
3-carboxy-2,5-dichlorothiophene 1,1-dioxide [ No CAS ]

Reference： [1]Russian Chemical Bulletin,2004,vol. 53,p. 2241 - 2247

15
[ 36157-41-2 ]
[ 210097-99-7 ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 863 - 872

16
[ 36157-41-2 ]
4-(2,5-dichloro-thiophen-3-ylmethyl)-1H-imidazole [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 863 - 872

17
[ 36157-41-2 ]
[ 334918-23-9 ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 863 - 872

18
[ 36157-41-2 ]
[ 334918-28-4 ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 863 - 872

19
[ 36157-41-2 ]
[1]naphthyl-carbamic acid-[3]thienylmethyl ester [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 2445

Yield	Reaction Conditions	Operation in experiment
		This mixture was dissolved in a mixture of ethanol (15 ml) and tetrahydrofuran (15 ml), and 1N aqueous sodium hydroxide (20 ml) was added. The resulting mixture was stirred at room temperature, and then washed with diethyl ether. The aqueous layer was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give a mixture of 5-chloro-3-thiophenecarboxylic acid and 2,5-dichloro-3-thiophenecarboxylic acid (1.7 g).

21
[ 5751-80-4 ]
[ 130562-95-7 ]
sodium thiosulfate [ No CAS ]
[ 36157-41-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; sulfuryl dichloride; In tetrahydrofuran; ethanol; acetonitrile;	Reference Example 137 2,5-Dichloro-3-thiophenecarboxylic Acid 3-Thiophenecarboxylic acid ethyl ester (1.56 g) was dissolved in acetonitrile (30 ml), and sulfuryl chloride (5.36 g) was added. The mixture was stirred at room temperature for 4 hours, and 10% aqueous sodium thiosulfate (100 ml) was added. The mixture was stirred for 15 minutes and extracted with diethyl ether. The extract was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 2,5-dichloro-3-thiophenecarboxylic acid ethyl ester (2.3 g). 2,5-Dichloro-3-thiophenecarboxylic acid ethyl ester (2.25 g) was dissolved in a mixture of ethanol (10 ml) and tetrahydrofuran (10 ml), and 1N aqueous sodium hydroxide (20 ml) was added. The mixture was stirred at room temperature for 2 hours and washed with diethyl ether. The aqueous layer was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 2,5-dichloro-3-thiophenecarboxylic acid (1.89 g) as crystals. mp 140-141 C.

Reference： [1]Patent: US5840917,1998,A

22
[ 36157-41-2 ]
[ 59338-00-0 ]
monopotassium salt of 5-chloro-2-sulfothiophene-3-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; potassium chloride; sodium hydrogen sulphite;copper(I) chloride; In methanolic sodium methylate; water;	EXAMPLE 9 2,3-DIHYDRO-3-OXOTHIENO-[3,2-d]-ISOTHIAZOLE-1,1-DIOXIDE (III) 1.1 g of methyl 2-sulfamoylthiophene-3-carboxylate (IX; R1 =H; R=CH3) is dissolved in 6 ml of 1N methanolic sodium methylate solution and refluxed for 40 hours. The methanol is evaporated, the residue is taken up in water and sodium bicarbonate, and the aqueous phase is extracted with methylene chloride and acidified with concentrated hydrochloric acid, 2,3-dihydro-3-oxothieno-[3,2-d]-isothiazole-1,1-dioxide (III) precipitating out. The crystals are suction filtered and recrystallized from water. Melting point: 240-242 C. The starting material may be prepared as follows. 73 g of the art compound <strong>[36157-41-2]2,5-dichlorothiophene-3-carboxylic acid</strong> is dissolved with heating in a glass autoclave in 160 ml of water containing 14.7 g of sodium hydroxide; a solution of 39.1 g of sodium hydrogen sulfite in 108 ml of water is added and the solution made just alkaline with 30% caustic soda solution. 3 g of copper(I) chloride is then added and the mixture heated for 16 hours at 140 to 142 C. After the mixture has cooled the red copper(I) oxide is suction filtered and the filtrate strongly acidified with concentrated HCl. The mixture is heated to 80 C. and 150 g of potassium chloride is added. Upon cooling, the monopotassium salt of 5-chloro-2-sulfothiophene-3-carboxylic acid precipitates out in the form of colorless crystals. It is suction filtered and washed with a small amount of ice-cold water. To remove unreacted starting material the crystals are boiled several times with methylene chloride. Yield: 31%.

Reference： [1]Patent: US4028373,1977,A

23
[ 70374-18-4 ]
[ 504-29-0 ]
[ 36157-41-2 ]
sodium 5-chloro-2-sulfothiophene-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium hydroxide; sodium hydrogen sulphite;copper(I) chloride; In 5,5-dimethyl-1,3-cyclohexadiene; water;	EXAMPLE 1 Preparation of 4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide 4.2 g. of 4-hydroxy-2-methyl-3-methoxycarbonyl-2H-thieno[3,2-e]thiazine-1,1-dioxide are heated for 18 hours under reflux with 2.15 g. of 2-aminopyridine in 220 ml. of absolute xylene, while passing a stream of nitrogen through the reaction mixture, following which the mixture is cooled to room temperature. Crystallization of the product is initiated by scratching. After keeping the reaction mixture overnight in the cold, the precipitated product is suction filtered, digested with a small amount of dioxane, and recrystallized from ethanol, and 4-hydroxy-2-methyl-3-(2-pyridylcarbamoyl)-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide having a melting point of 223-225 (with decomposition) is obtained. The starting product used in this Example is obtained as follows: 59 g. of sodium hydroxide are dissolved in 637 ml. of water. The solution is heated to 90, and 290.7 g. of <strong>[36157-41-2]2,5-dichlorothiophene-3-carboxylic acid</strong> are added and dissolved by stirring. 156 g. of sodium hydrogen sulfite dissolved in 430 ml. of water is added to the solution and the pH thereof is adjusted to 7.5-7.7 with approximately 167 ml. of 30% caustic soda. 12 g. of finely powdered cuprous chloride are added to the clear solution, which is then boiled for 24 hours under reflux. The solution is filtered hot from the copper oxide and the filtrate is acidified with 400 ml. of concentrated HCl and cooled to 5. The precipitate that has separated out is suction filtered without rewashing and dried in vacuo at 110 to constant weight. The precipitate is then boiled up with 3*500 ml. portions of methylene chloride. The residue is dried at 70 in vacuo, and sodium 5-chloro-2-sulfothiophene- 3-carboxylate is obtained.

Reference： [1]Patent: US4180662,1979,A

24
[ 36157-41-2 ]
C₁₃H₈Cl₃NO₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		In a 2 raL vial, methyl 2-amino-4-chlorobenzoate (7.4 mg, 40 mumol) was dissolved into a mixture of 655 muL DCE and 120 muL DMA, followed by addition of DIPEA (600 mumol, 15 eq.). 2,5-Dichlorothiophene-3-carboxylic acid (23.6 mg, 120 mumol, 3 eq.) and POCl3 (18.2 mg, 120 mumol, 3 eq.) were added. The reaction mixture was capped and stirred at room temperature overnight. Another 700 muL of DCE was added to the reaction mixture along with the following resin bound reagents: a resin bound diethylene triamine (PL-DETA , Polymer Labs, 297 mumol, 7.4 eq.) and a hydroxide ion exchange resin (PL-MP Hydroxide, Polymer Labs, 800 mumol, 20 eq.). The vial was recapped and shaken at room temperature overnight. The resin in the reaction mixture was filtered off, rinsed with 300 muL of MeOH and discarded. The combined filtrates were concentrated down in vacuo. The residue was re-dissolved into 1 mL of DMA and 280 muL of IM aqueous NaOH. The solution was stirred at room temperature overnight. The desired product was isolated directly from this solution via reverse phase C18 preparative HPLC (water/acetonitrile w/ 0.1% formic acid, 30% - 100% eluant gradient) to yield the final product (3.2 mg, 98% purity). MS (EI) for C12H6Cl3NO3S: 351 (M+H).

Reference： [1]Patent: WO2007/44724,2007,A2 .Location in patent: Page/Page column 68

25
[ 36157-41-2 ]
5-(methylthio)-1H-1,2,4-triazol-3-amine [ No CAS ]
[ 1049737-79-2 ]

Yield	Reaction Conditions	Operation in experiment
	With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃;	EXAMPLE 6Preparation of 7-chloro-2-(methylthio)-4-propylthieno[3,2-e] [ 1 ,2,4]triazolo[ 1 ,5-alpha]pyrimidin- 5(4H)-oneStep A: Preparation of l-[(2,5-dichloro-3-thienyl)carbonyl]-3-(methylthio)-lH-l,2,4- triazol-5-amineA mixture of <strong>[36157-41-2]2,5-dichloro-3-thiophenecarboxylic acid</strong> (10 g, 50 mmol), 5-(methylthio)-lH-l,2,4-triazol-3-amine (6 g, 46 mmol), N-(3-dimethylaminpropyl)-lambdar- ethylcarbodiimide hydrochloride (10.7 g, 56 mmol) and dichloromethane (200 mL) was stirred at room temperature overnight. One third of the volume of solvent was evaporation under reduced pressure and water (250 mL) was added, resulting in a solid precipitate. The solid was collected by filtration, washed with water (100 mL) and dried in a vacuum oven at 50 C overnight to provide the title compound as a white solid (13.15 g) melting at 149-150 C.1H NMR (DMSO-^6): 6 7.88 (br s, 2H), 7.60 (s, IH), 2.45 (s, 3H).

Reference： [1]Patent: WO2008/103357,2008,A1 .Location in patent: Page/Page column 37

26
[ 615571-41-0 ]
[ 36157-41-2 ]
2,5-dichloro-N-[(1S)-[(2S)-1-methyl-2-piperidyl](phenyl)methyl]thiophene-3-carboxamide hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		0.37 g (1.88 mmol) of <strong>[36157-41-2]2,5-dichlorothiophene-3-carboxylic acid</strong> is introduced into 15 ml of dichloromethane in a 250 ml round-bottomed flask, 0.31 ml (2.25 mmol) of triethylamine and 0.21 ml (2.25 mmol) of ethyl chloroformate are successively added and the mixture is stirred at room temperature for 1 hour. 0.38 g (1.88 mmol) of (1S)-[(2S)-(1-methyl-2-piperidyl)]phenylmethanamine dissolved in 10 ml of dichloromethane is added and stirring is continued at room temperature for 12 hours. The mixture is treated with water and extracted several times with dichloromethane, the organic phases are combined, washed with aqueous 1N sodium hydroxide solution, dried over sodium sulfate and filtered, and the filtrate is concentrated under reduced pressure. The crude residue is purified by column chromatography on silica gel, eluting with a 98/2 mixture of dichloromethane and methanol containing 0.1% aqueous ammonia. 0.368 g of oily product is obtained, the hydrochloride of which is prepared by addition of a 0.1N solution of hydrogen chloride in 2-propanol. After evaporating off the solvent under reduced pressure, the solid is recrystallized from a mixture of 2-propanol and isopropyl ether. 0.36 g of hydrochloride is finally isolated in the form of a pale yellow solid. Melting point: 134-136 C. [alpha]25D=+45.6 (c=0.99); CH3OH.

Reference： [1]Patent: US2006/223885,2006,A1 .Location in patent: Page/Page column 4

27
threo-(1-methylpiperidin-2-yl)phenylmethanamine [ No CAS ]
[ 36157-41-2 ]
threo-2,5-dichloro-N-[(1-methyl-2-piperidyl)(phenyl)methyl]-3-thiophenecarboxamide hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		0.768 g (4 mmol) of <strong>[36157-41-2]2,5-dichlorothiophene-3-carboxylic acid</strong> dissolved in 15 ml of dichloromethane is introduced into a 100 ml round-bottomed flask, 0.651 ml (4.7 mmol) of triethylamine and 0.447 ml (4.7 mmol) of ethyl chloroformate are then added and the reaction mixture is stirred at room temperature for 2 hours. 0.80 g (3.9 mmol) of threo-(1-methyl-2-piperidyl)phenylmethanamine dissolved in 15 ml of dichloromethane is added and stirring is continued at room temperature for 12 hours. The mixture is treated with water and extracted several times with dichloromethane. After washing the organic phases with water and then with aqueous 1N sodium hydroxide solution, drying over sodium sulfate, filtering and evaporating off the solvent under reduced pressure, the residue is purified by column chromatography on silica gel, eluting with a 97/3 to 95/5 mixture of dichloromethane and methanol. 0.6 g of oily product is obtained, the hydrochloride of which is prepared by adding a 0.1N solution of hydrogen chloride in 2-propanol. After evaporating off the solvents under reduced pressure, the white solid obtained is recrystallized from a mixture of isopropyl ether and 2-propanol. 0.474 g of hydrochloride is finally isolated in the form of a white solid. Melting point: 216-217 C.

Reference： [1]Patent: US2006/223885,2006,A1 .Location in patent: Page/Page column 3

28
[ 36157-41-2 ]
[ 3172-52-9 ]
[ 57308-99-3 ]

Reference： [1]Chemical Communications,2010,vol. 46,p. 8276 - 8278

29
[ 18364-47-1 ]
[ 36157-41-2 ]
[ 1366573-63-8 ]

Yield	Reaction Conditions	Operation in experiment
65%		Example 28: 2,5-Dichloro-thiophene-3-carboxylic acid methyl-pyridin-3-yl-amide394 mg (2.0 mmol, 1 .0 equiv.) of <strong>[36157-41-2]2,5-dichloro-thiophene-3-carboxylic acid</strong> were dissolved in 8 ml of dichloromethane and 254 mg (2.0 mmol, 1 .0 equiv.) of oxalyl chloride were added dropwise. A catalytic amount of N,N-dimethylformamide (DMF) (5 drops) was added and the reaction mixture was stirred at room temperature for 4 h. Then, the mixture was added dropwise to a solution of 300 mg (3.0 mmol, 1 .5 equiv) of triethyl- amine and 217 mg (2.0 mmol, 1 .0 equiv.) of methyl-pyridin-3-yl-amine in 6 ml of dichloromethane and the reaction was stirred at room temperature overnight. Water was added and the mixture was extracted with dichloromethane. The combined organic phases were dried over Na2S04, filtered and the solvent was removed under reduced pressure to yield 371 mg of the title compound (65%, 95% purity), [M+]: 288.1 .

Reference： [1]Patent: WO2012/34961,2012,A1 .Location in patent: Page/Page column 105-106

30
[ 36157-41-2 ]
3-[4-(2-chloro-8-methyl-thieno[2,3-b][1,5]benzoxazepin-4-yl)piperazin-1-yl]-2,2-dimethyl-propanoic acid dihydrochloride [ No CAS ]

Reference： [1]Patent: WO2013/9517,2013,A1

31
[ 36157-41-2 ]
[ 1418130-85-4 ]

Reference： [1]Patent: WO2013/9517,2013,A1
[2]Patent: WO2014/110065,2014,A1

32
[ 36157-41-2 ]
[ 1418130-86-5 ]

Reference： [1]Patent: WO2013/9517,2013,A1
[2]Patent: WO2014/110065,2014,A1

33
[ 36157-41-2 ]
[ 1418130-87-6 ]

Reference： [1]Patent: WO2013/9517,2013,A1
[2]Patent: WO2014/110065,2014,A1

34
[ 36157-41-2 ]
[ 1418130-88-7 ]

Reference： [1]Patent: WO2013/9517,2013,A1
[2]Patent: WO2014/110065,2014,A1

35
[ 36157-41-2 ]
[ 1418130-83-2 ]

Reference： [1]Patent: WO2013/9517,2013,A1

36
[ 36157-41-2 ]
[ 1619926-26-9 ]

Reference： [1]Patent: WO2014/110065,2014,A1

37
[ 36157-41-2 ]
[ 1619926-24-7 ]

Reference： [1]Patent: WO2014/110065,2014,A1

38
[ 36157-41-2 ]
3-[4-(2-cyclopropyl-8-methylthieno[2,3-b][1,5]benzoxazepin-4-yl)piperazin-1-yl]-2,2-dimethylpropanoic acid dihydrochloride [ No CAS ]

Reference： [1]Patent: WO2014/110065,2014,A1

39
[ 36157-41-2 ]
N-(2-(pyridin-2-yl)propan-2-yl)benzamide [ No CAS ]
2-(2,5-dichlorothiophen-3-yl)-N-(2-(pyridin-2-yl)propan-2-yl)benzamide [ No CAS ]

Reference： [1]Organic Letters,2015,vol. 17,p. 3338 - 3341

40
[ 36157-41-2 ]
methyl 2-chloro-5-[1-(2-methoxyethyl)-1H-benzoimidazol-5-yl]-4-nitrothiophene-3-carboxylate [ No CAS ]